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FEBRUARY <strong>27</strong>, <strong>2012</strong><br />

CORPORATE SPENDING<br />

Outlays for R&D, capital<br />

assets are set to rise P.20<br />

FEDERAL R&D BUDGET<br />

President’s plan for 2013<br />

is good for science P.38<br />

FLUORINE CHEMISTRY<br />

Organic chemists add their expertise P.10<br />

PUBLISHED BY THE AMERICAN CHEMICAL SOCIETY


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VOLUME 90, NUMBER 9<br />

FEBRUARY <strong>27</strong>, <strong>2012</strong><br />

Serving the chemical,<br />

life sciences,<br />

and laboratory worlds<br />

COVER STORY<br />

FORAYS INTO<br />

FLUORINE<br />

Organic chemists apply<br />

their synthetic tools<br />

to help broaden the<br />

search for fluorinated<br />

pharmaceuticals and<br />

pesticides. PAGE 10<br />

28 PHARMA EARNINGS<br />

Fourth quarter delivers mixed results as firms<br />

reorganize to counter the patent cliff.<br />

32 HEC PHARM ACCELERATES<br />

Fast-growing, innovative Chinese drug firm is<br />

building more R&D facilities and marketing drugs<br />

to developed nations.<br />

GOVERNMENT & POLICY<br />

34 CONCENTRATES<br />

38 FEDERAL BUDGET 2013<br />

President’s proposal shows commitment to<br />

science education, R&D.<br />

48 FDA BUDGET BOOST<br />

Agency’s fiscal 2013 proposal includes 48.5% leap<br />

in funding from user fees.<br />

QUOTE<br />

OF THE WEEK<br />

“Companies that<br />

withdraw from<br />

China because<br />

they have had a<br />

bad experience<br />

make a mistake.<br />

Without risk,<br />

there can be no<br />

reward.”<br />

DOUGLAS<br />

MUZYKA, CHIEF<br />

TECHNOLOGY OFFICER,<br />

DUPONT PAGE 20<br />

20<br />

NEWS OF THE WEEK<br />

5 SAFE EXPOSURE TO TCDD<br />

At last, EPA has set a safe level of exposure to the<br />

most potent dioxin.<br />

6 BASF GROWS ITS BATTERY BUSINESS<br />

Firm boosts its position with purchase of Merck<br />

KGaA’s lithium electrolytes and additives unit.<br />

6 GUARDING BOTULINUM TOXIN<br />

Understanding how the toxin survives in the gut<br />

may aid the design of orally deliverable protein<br />

drugs.<br />

7 DOW CHEMICAL AGREES ON CLEANUP<br />

Firm strikes accord with Michigan to clean up<br />

properties contaminated with dioxins.<br />

7 LG CHEM WINS ELASTOMERS SUIT<br />

South Korean court rules against Dow Chemical<br />

in lawsuit over metallocene catalyst technology.<br />

8 METAL-FREE AROMATIC HYDROGENATION<br />

In a chemical first, a frustrated Lewis pair<br />

converts anilines to cyclohexylamines.<br />

8 SINGLE-PHOSPHORUS TRANSISTOR<br />

Precise positioning of atom in device may help<br />

advance development of quantum computing.<br />

9 H5N1 RESEARCH PREDICAMENT<br />

Papers should be published in full, but only<br />

after public fears are addressed, World Health<br />

Organization says.<br />

9 CURBING DRUG SCARCITY<br />

FDA acts to boost supply of two cancer drugs, as<br />

lawmakers aim to require reporting of shortages.<br />

BUSINESS<br />

18 CONCENTRATES<br />

20 SUSTAINING INVESTMENTS<br />

Chemical makers plan to increase future-oriented<br />

spending at a slower pace than last year.<br />

24 CHEMICAL EARNINGS<br />

Firms blame lackluster performance on macroeconomic<br />

conditions and seasonal slowness.<br />

SCIENCE & TECHNOLOGY<br />

52 CONCENTRATES<br />

54 ANTARCTIC EXPLORATION ▼<br />

Russian, American, and British teams prepare to<br />

explore ancient subglacial lakes.<br />

56 PENNY CHISHOLM<br />

C&EN talks with the biology professor and<br />

author of children’s science books that aim to<br />

educate kids and parents alike.<br />

ACS NATIONAL AWARDS<br />

58 <strong>2012</strong> WINNERS<br />

Cope Medalist Wong; Cope Scholars Aubé,<br />

Booker, Jamison, Mapp, Meijer, Schuster, Snyder,<br />

Tang, Wasielewski, and Yu.<br />

MEETINGS<br />

66 PITTCON <strong>2012</strong> IN ORLANDO<br />

Annual meeting will be held on March 11–15.<br />

THE DEPARTMENTS<br />

2 LETTERS<br />

68 CLASSIFIEDS<br />

72 NEWSCRIPTS<br />

COVER: Stephen K. Ritter/C&EN<br />

CENEAR 90 (9) 1–72 • ISSN 0009-2347


CHEMICAL & ENGINEERING NEWS<br />

1155—16th St., N.W., Washington, DC 20036<br />

(202) 872-4600 or (800) 2<strong>27</strong>-5558<br />

EDITOR-IN-CHIEF: Rudy M. Baum<br />

DEPUTY EDITOR-IN-CHIEF: A. Maureen Rouhi<br />

MANAGING EDITOR: Robin M. Giroux<br />

SENIOR ADMINISTRATIVE OFFICER: Marvel A. Wills<br />

NEWS<br />

William G. Schulz, Editor<br />

BUSINESS<br />

Michael McCoy, Assistant Managing Editor<br />

NORTHEAST: (732) 906-8300 Lisa M. Jarvis (Senior<br />

Editor), Rick Mullin (Senior Editor), Marc S. Reisch<br />

(Senior Correspondent), Alexander H. Tullo (Senior<br />

Editor), Melody M. Bomgardner (Senior Editor),<br />

Rachel Eskenazi (Administrative Assistant). HONG<br />

KONG: 852 9093 8445 Jean-François Tremblay<br />

(Senior Correspondent). HOUSTON: (281) 486-<br />

3900 Ann M. Thayer (Senior Correspondent).<br />

GOVERNMENT & POLICY<br />

Susan R. Morrissey, Assistant Managing Editor<br />

Britt E. Erickson (Senior Editor), Glenn Hess (Senior<br />

Editor), Cheryl Hogue (Senior Correspondent),<br />

Jeff Johnson (Senior Correspondent),<br />

Andrea L. Widener (Associate Editor)<br />

SCIENCE/TECHNOLOGY/EDUCATION<br />

BOSTON: (617) 395-4163 Amanda Yarnell, Assistant<br />

Managing Editor. WASHINGTON: Stuart A. Borman<br />

(Deputy Assistant Managing Editor), Celia Henry Arnaud<br />

(Senior Editor), Carmen Drahl (Associate Editor),<br />

Stephen K. Ritter (Senior Correspondent), Lauren K. Wolf<br />

(Associate Editor). BERLIN: 49 30 2123 3740<br />

Sarah Everts (Senior Editor). CHICAGO: (847) 679-<br />

1156 Mitch Jacoby (Senior Editor). NORTHEAST:<br />

(732) 906-8302 Bethany Halford (Senior Editor).<br />

WEST COAST: (925) 485-1034 Jyllian Kemsley<br />

(Associate Editor), (510) 870-1617 Elizabeth K. Wilson<br />

(Senior Editor). BEIJING: 150 1138 8372 Jessie Jiang<br />

(Contributing Editor). JOURNAL NEWS & COMMUNITY:<br />

(202) 872-6039 Lila Guterman (Senior Editor), (626)<br />

765-6767 Michael Torrice (Associate Editor)<br />

ACS NEWS & SPECIAL FEATURES<br />

Sophie L. Rovner, Assistant Managing Editor<br />

Linda Wang (Senior Editor). DALLAS:<br />

(972) 529-4351 Susan J. Ainsworth (Senior Editor)<br />

EDITING & PRODUCTION<br />

Kimberly R. Twambly, Assistant Managing Editor<br />

Craig Bettenhausen (Assistant Editor),<br />

Emily Bones (Assistant Editor), Sophia L. Cai<br />

(Assistant Editor), Nader Heidari (Assistant Editor),<br />

Arlene Goldberg-Gist, Senior Editor<br />

Jeff A. Huber (Assistant Editor),<br />

Gail M. Mortenson (Associate Editor)<br />

ART & DESIGN<br />

Robert Bryson, Design Director<br />

Robin L. Braverman (Senior Art Director)<br />

Yang H. Ku (Associate Designer)<br />

C&EN ONLINE<br />

Rachel Sheremeta Pepling, Editor<br />

Tchad K. Blair (Visual Designer), Luis A. Carrillo<br />

(Production Manager), Ty A. Finocchiaro (Web Associate),<br />

Pamela Rigden Snead (Web Products Manager)<br />

PRODUCTION & IMAGING<br />

Renee L. Zerby, Lead Digital Production Specialist<br />

Tim Bauer, Richard C. Smith, and<br />

Steven J. Lovasz (Digital Production Associates)<br />

SALES & MARKETING<br />

Elise Swinehart, Assistant Director<br />

Elaine Facciolli Jarrett (Marketing Manager)<br />

Wendy Wise (Marketing Manager)<br />

Angela Yeo (Associate Marketing Manager)<br />

ADVISORY BOARD<br />

Paul J. Bracher, Jean-Claude Bradley, David Clary,<br />

Seth M. Cohen, Rita R. Colwell, Christopher C. Cummins,<br />

Daryl W. Ditz, Michael P. Doyle, Donald Hilvert,<br />

Malika Jeffries-El, Rohit Khanna, Roger LaForce,<br />

Derek Lowe, Michael W. Major, Andrew D. Maynard,<br />

Harold Meckler, Stephen A. Munk, Nick Roelofs,<br />

John M. Schwab, Francis X. Sherman, Thomas R. Tritton,<br />

Paul Turgeon, Paul A. Wender, Frank D. Wicks,<br />

Elias Zerhouni, David Zimmermann, Dorothy Zolandz<br />

Published by the AMERICAN CHEMICAL SOCIETY<br />

Madeleine Jacobs, Executive Director & CEO<br />

Brian Crawford, President, Publications Division<br />

EDITORIAL BOARD: Ned D. Heindel (Chair);<br />

ACS Board of Directors Chair: William F. Carroll Jr.;<br />

ACS President: Bassam Z. Shakhashiri; Stephanie L.<br />

Brock, John N. Russell Jr., Leah Solla, Peter J. Stang<br />

Copyright <strong>2012</strong>, American Chemical Society<br />

Canadian GST Reg. No. R1<strong>27</strong>571347<br />

Volume 90, Number 9<br />

IT IS TIME FOR A CHANGE<br />

IT WAS REFRESHING to read the realistic<br />

editorial “Employment Outlook: Clouded,”<br />

about the job situation in our profession<br />

( C&EN, Nov. 7, 2011, page 5 ). The<br />

editorial speaks about it openly. It dares to<br />

point out that “the job market for chemists<br />

has not been bright over the past few years.<br />

Even before the onset of the Great Recession.”<br />

For years, many of those in the Ivory<br />

Towers protected by the Tenure Moat were<br />

waving the red flag of not having enough<br />

chemists. There were many Chicken Littles<br />

with predictions about dire consequences<br />

of the falling sky.<br />

There is nothing new about the shortage<br />

of jobs, which started many years<br />

ago. Sputnik made us realize that science<br />

education was inadequate in the U.S. and<br />

started a rush to produce more chemists.<br />

However, there was a chain reaction. Many<br />

graduates went to academe to produce<br />

more chemists. It was evident that somewhere<br />

the process had to come to an end,<br />

but those who dared to question the lack of<br />

proper attire of the king were ignored. In<br />

the 1960s, the ACS Employment Clearing<br />

House showed four jobs available for everyone<br />

who was looking for a job. Generally<br />

those were not recent graduates, because<br />

companies went to the universities to interview<br />

and hire the students before they<br />

had graduated. Starting in the ’70s the situation<br />

changed: Job seekers outnumbered<br />

the jobs offered by a 3:1 ratio. The most<br />

alarming fact was that the job seekers were<br />

mostly young graduates. Midcareer chemists<br />

who were terminated considered it<br />

more and more hopeless to sign up.<br />

I chaired various committees where<br />

we dealt with the problem of supply and<br />

demand. I also wrote a number of ACS<br />

Comments discussing possible actions as<br />

early as 1985. For a list, visit www.pavlath.<br />

org. However, if we dwell on past mistakes,<br />

proverbially we will miss the future. This is<br />

not finger-pointing. The question is, what<br />

should be done?<br />

The editorial suggests that chemists<br />

should be versatile and willing to change to<br />

areas where there are more jobs. Naturally,<br />

this should be done, but it’s just a bandage<br />

because it avoids one of the main causes of<br />

the problem. During my ACS presidency, I<br />

talked to many industrial representatives to<br />

get their views. They stated what we knew<br />

but refused to make substantial changes.<br />

We have the best educational system in<br />

LETTERS<br />

the world; our graduates receive excellent<br />

preparation to go to another university<br />

and to produce graduates with the same<br />

capability. However, we do not prepare<br />

them for industrial employment where<br />

most of the jobs are for chemists. In order<br />

to make graduates suitable for industrial<br />

jobs, the curriculum has to be changed.<br />

Unfortunately, academe needs cheap labor<br />

for work that can result in publications<br />

to obtain tenure and grants. Teaching<br />

does not provide tenure; it has become a<br />

burden and secondary to the pursuit of<br />

fame, grants, and tenure. Until the system<br />

is changed, the students are the ones who<br />

will have difficulties in their job hunt.<br />

Attila E. Pavlath<br />

ACS president, 2001<br />

Albany , Calif.<br />

THOUGHTS ON TRANSCENDENCE<br />

RUDY BAUM’S Dec. 12, 2011, editorial<br />

(page 3), which deals largely with an article<br />

by Michael Polanyi that appeared in the<br />

Aug. 21, 1967, issue of C&EN, was of interest<br />

to me. I had recently read a new book,<br />

“ Michael Polanyi and His Generation : Origins<br />

of the Social Construction of Science,”<br />

by Mary Jo Nye, published by the University<br />

of Chicago Press. It is an engrossing<br />

story of one of the outstanding scientists of<br />

his time, and a fine historical account of the<br />

lives of a generation of European scientists<br />

caught up in the wars and economic strife<br />

that wracked Europe during the period 1914<br />

through 1945.<br />

Baum takes a turn at critiquing Polanyi’s<br />

C&EN article, in which Polanyi<br />

argues that “life transcends physics and<br />

chemistry.” That is, the workings of a biological<br />

entity such as a cell cannot be ex-<br />

HOW TO REACH US<br />

CHEMICAL & ENGINEERING NEWS<br />

LETTERS TO THE EDITOR<br />

◾ Our e-mail address is edit.cen@acs.org.<br />

◾ Our fax number is (202) 872-87<strong>27</strong>.<br />

◾ Or you can send your letter to:<br />

C&EN Editor-in-Chief<br />

1155—16th St., N.W.<br />

Washington, DC 20036<br />

◾ Letters should generally be 400 words or<br />

fewer and should include the writer’s full name,<br />

address, and home telephone; letters may<br />

be edited for purposes of clarity and space.<br />

Because of the heavy volume of mail received<br />

at C&EN, writers are limited to one letter in a<br />

six-month period.<br />

WWW.CEN-ONLINE.ORG 2 FEBRUARY <strong>27</strong>, <strong>2012</strong>


plained by simple recourse to physical and<br />

chemical laws alone. Baum finds himself<br />

in disagreement with at least some of what<br />

Polanyi writes but ducks an attempt to reconstruct<br />

the arguments that are involved.<br />

However, a few words on the historical<br />

aspects of the issues involved might be of<br />

some interest.<br />

Polanyi is credited with keeping alive<br />

the idea that there is much more to understanding<br />

biology than a strict reductionism<br />

can provide. In two of his major<br />

works, “Personal Knowledge” and “The<br />

Tacit Dimension,” he wrote of the concept<br />

of emergence, the idea that the structure<br />

and organization of an entity, be it a machine<br />

such as a wristwatch or a biological<br />

cell, exert what philosophers refer to as a<br />

downward causation on the basic physical<br />

and chemical processes that the entity<br />

engages in. The organization and threedimensional<br />

structure of the cell determine<br />

how certain reactions occur, how<br />

components of the cell are transported,<br />

and so on. One can say, then, that while everything<br />

that goes on in the cell is in accord<br />

with the laws of physics and chemistry,<br />

the properties that we think of as cellular<br />

can’t be accounted for simply by supplying<br />

a list of the molecules and their amounts;<br />

they emerge from the cell’s structure and<br />

organization.<br />

Polanyi wrote on these matters near<br />

the end of his career, and in a time when<br />

reductionism was the ideal toward which<br />

science reached. He did not get all the biology<br />

right, and he tilted at some windmills<br />

he might better have left alone. In truth,<br />

his C&EN piece is rather turgidly written<br />

and not always clear. But while he did not<br />

actually invent the notion of emergence,<br />

Polanyi was prophetic in expounding upon<br />

it when he did. In the 1990s, emergence<br />

theory arose to become a significant topic<br />

of discussion in biology and the philosophy<br />

of science.<br />

Theodore L. Brown<br />

Estero , Fla.<br />

IN 40 YEARS of practicing science, I<br />

couldn’t help but confirm my intimate<br />

belief that society is ultimately ruled by<br />

the philosophers and not by scientists and<br />

engineers. Even if we had the firm conviction<br />

that everything in the heavens and on<br />

Earth is reducible to physical interaction<br />

and to the stringent laws of causality, this<br />

wouldn’t be more than a philosophical ideology,<br />

because we have not made the world;<br />

we just discover it and try to fit our gained<br />

LETTERS<br />

knowledge into hypotheses and theories.<br />

For this reason, I stopped criticizing<br />

philosophers on scientific and technical<br />

grounds; this would be equivalent to cutting<br />

the branch of the tree whereupon I<br />

am sitting. Philosophers may, however, be<br />

criticized on philosophical grounds. For<br />

example, someone pretending that every<br />

material process is reducible to physical<br />

causality would have to assume that human<br />

action is also reducible to physical causality<br />

(after all, we are made of atoms). But<br />

assuming this, we can no longer uphold the<br />

concepts of freedom and moral responsibility,<br />

and we cannot justify either to reward<br />

or to punish someone for what he has<br />

done, because everything on Earth would<br />

then be a pure mechanical action-reaction<br />

mechanism, outside the categories of good<br />

and evil, governed solely by the laws of<br />

causality. Denying the transcendence of<br />

life will at the same time deny the inalienable<br />

rights of the human being and the possibility<br />

of a lawful, organized, and civilized<br />

society!<br />

Philosophers such as Michael Polanyi<br />

expressed this early in a terminology that<br />

we should at least try to understand. Biology,<br />

“the science of life,” will, for the philosophical<br />

reasons given above, never be a<br />

molecular science in the deterministiccausal<br />

sense. This affirmation by no means<br />

excludes molecular biology as an integrating<br />

and very helpful part of the science of<br />

life. Similarly, the fact that information<br />

transfer can be tied to deterministic-causal<br />

physical processes (if not, we couldn’t copy<br />

a file onto our hard disk), does not mean<br />

that information is always of deterministiccausal<br />

nature.<br />

It is noteworthy that the (empirically<br />

found!) second principle of thermodynamics<br />

states that the entropy of a closed<br />

system is not bound to any conservation<br />

law, and according to our observation, it is<br />

generally increasing with time. Entropy,<br />

in a mathematical sense, is the logarithm<br />

of the information content of the system.<br />

In other words, according to our empirical<br />

findings, the information content of<br />

a closed system may, and generally does,<br />

increase with time.<br />

As information can be the cause of a<br />

physical process, we must conclude that<br />

there are not only physical but also nonphysical<br />

causes of physical processes. The<br />

second principle of thermodynamics is the<br />

principle of transcendence of life!<br />

Edgar Müller<br />

Prilly , Switzerland<br />

TOKYO ELECTRIC POWER CO.<br />

THIS WEEK<br />

ONLINE<br />

Little Radiation From<br />

Fukushima Reached U.S.<br />

After an earthquake and tsunami struck<br />

Japan’s Fukushima Daiichi nuclear power<br />

plant last March, the plant released<br />

radioactive gases and particulates that<br />

circled the globe. Now scientists estimate<br />

the material boosted soil radioactivity<br />

in the U.S. by on average 3 to 10%.<br />

cenm.ag/env65<br />

Paper Device Monitors<br />

Liver Health<br />

An alarming side effect of many<br />

medications is liver damage, which<br />

if unchecked can cause death. Monitoring<br />

liver damage is a challenge in<br />

developing regions without access to<br />

clinical tools and skilled personnel. Now<br />

researchers have created a cheap device<br />

made of paper to quickly and easily<br />

measure a patient’s liver health without<br />

a hospital’s laboratory tools.<br />

cenm.ag/anl55<br />

Drug Delivery Hooked<br />

On Sugar<br />

In an advance for drug delivery, researchers<br />

have demonstrated that they<br />

can slip large biological molecules inside<br />

cells by tagging them with small molecules<br />

called boronates. The boronates<br />

deliver molecular cargo by reacting with<br />

sugars on the cell surface. The researchers<br />

hope the new delivery method will<br />

aid the development of treatments for<br />

cancer and other diseases.<br />

cenm.ag/bio13<br />

Introducing Fine Line<br />

CENtral Science introduces its newest<br />

blog, Fine Line. C&EN Senior Editor<br />

Rick Mullin covers the fine chemicals<br />

market, keeping you up-to-date on<br />

the latest moves by companies and<br />

changes in industry regulations. In his<br />

first post, he describes the mood at the<br />

Informex meeting in New Orleans after<br />

recent changes in senior management<br />

at several firms.<br />

cenblog.org/fine-line<br />

WWW.CEN-ONLINE.ORG 3 FEBRUARY <strong>27</strong>, <strong>2012</strong>


<strong>2012</strong> SPECIAL ISSUE:<br />

Fundamental and Applied Reviews<br />

in Analytical Chemistry<br />

The January 17, <strong>2012</strong> issue of Analytical Chemistry combines topics previously separated in alternate years<br />

as “Fundamental” or “Applied” into a single yearly issue of “Fundamental and Applied Reviews in Analytical<br />

Chemistry”. This issue provides critical reviews from pioneers in carefully selected cutting edge topics and by<br />

experts in traditional areas of analytical chemistry.<br />

Point of Care Diagnostics: Status<br />

and Future<br />

Vladimir Gubala, Leanne F. Harris, Antonio J.<br />

Ricco, Ming X. Tan, and David E. Williams<br />

DOI: 10.1021/ac2030199<br />

Micro Total Analysis Systems for Cell<br />

Biology and Biochemical Assays<br />

Michelle L. Kovarik, Philip C. Gach, Douglas<br />

M. Ornoff, Yuli Wang, Joseph Balowski, Lila<br />

Farrag, and Nancy L. Allbritton<br />

DOI: 10.1021/ac202611x<br />

Nanoparticles in Measurement Science<br />

Francis P. Zamborini, Lanlan Bao, and<br />

Radhika Dasari<br />

DOI: 10.1021/ac203233q<br />

Capillary Electrophoresis<br />

Matthew Geiger, Amy L. Hogerton, and<br />

Michael T. Bowser<br />

DOI: 10.1021/ac203205a<br />

Molecular Fluorescence, Phosphorescence,<br />

and Chemiluminescence Spectrometry<br />

Susmita Das, Aleeta M. Powe, Gary A.<br />

Baker, Bertha Valle, Bilal El-Zahab, Herman<br />

O. Sintim, Mark Lowry, Sayo O. Fakayode,<br />

Matthew E. McCarroll, Gabor Patonay, Min<br />

Li, Robert M. Strongin, Maxwell L. Geng, and<br />

Isiah M. Warner<br />

DOI: 10.1021/ac202904n<br />

Chiral Separations: A Review of<br />

Current Topics and Trends<br />

Timothy J. Ward and Karen D. Ward<br />

DOI: 10.1021/ac202892w<br />

X-ray Spectrometry<br />

Kouichi Tsuji and Kazuhiko Nakano , Yoshio<br />

Takahashi , Kouichi Hayashi , Chul-Un Ro<br />

DOI: 10.1021/ac202871b<br />

New Electrochemical Methods<br />

Christopher Batchelor-McAuley, Edmund J. F.<br />

Dickinson, Neil V. Rees, Kathryn E. Toghill, and<br />

Richard G. Compton<br />

DOI: 10.1021/ac2026767<br />

Electrochemical Sensors and Biosensors<br />

Danielle W. Kimmel, Gabriel LeBlanc, Mika E.<br />

Meschievitz, and David E. Cliffel<br />

DOI: 10.1021/ac202878q<br />

High Resolution Mass Spectrometry<br />

Feng Xian, Christopher L. Hendrickson,<br />

and Alan G. Marshall<br />

DOI: 10.1021/ac203191t<br />

To View All the Articles from the Special<br />

Issue please visit pubs.acs.org/ac


news of the week<br />

FEBRUARY <strong>27</strong>, <strong>2012</strong> EDITED BY WILLIAM G. SCHULZ & SOPHIA L. CAI<br />

DIOXINS,<br />

ASSESSED AT LAST<br />

POLLUTION: After years of study,<br />

EPA sets safe level of exposure<br />

to the most toxic congener<br />

AFTER 21 YEARS of contentious scientific analysis,<br />

the Environmental Protection Agency has<br />

established a safe level of exposure to the most<br />

toxic form of dioxin.<br />

EPA set a safe daily dose of 0.7 picograms of<br />

2,3,7,8-tetrachlorodibenzo- p -dioxin (TCDD) per kilogram<br />

of body weight. TCDD is the most potent congener<br />

of the dioxins, which generally are unintentional<br />

by-products of manufacturing processes involving<br />

chlorine and burning of biomass or waste.<br />

Eventually, this defined level of safe exposure will<br />

affect the degree—and cost—of cleanups of soil and of<br />

industrial air and water releases polluted with dioxins.<br />

This category of chemicals consists of chlorinated<br />

dioxins and furans and certain polychlorinated biphenyls.<br />

These substances can trigger similar adverse<br />

health effects, but their potencies vary.<br />

The exact regulatory impacts of the agency’s determination<br />

, which was released on Feb. 17, are as yet uncertain.<br />

EPA’s new level “will serve as the cornerstone<br />

of the agency’s initiatives to protect public health from<br />

chemical contaminants and provide the necessary<br />

guidance to states and public health agencies to minimize<br />

dioxin exposure,” says Olga Naidenko, a senior<br />

scientist with the Environmental Working Group, an<br />

activist group.<br />

The American Chemistry Council, an industry organization<br />

that has invested much time and energy in<br />

influencing EPA’s work on this assessment, calls the<br />

agency’s conclusions “flawed.”<br />

Lois Marie Gibbs, executive<br />

director of the Center for Health,<br />

Environment & Justice, an environmental<br />

group that has focused<br />

on dioxin issues for years, hails<br />

the long-awaited completion of<br />

the agency’s effort. “The American people,” she says,<br />

“won a major victory against the chemical industry,<br />

which has been working behind closed doors for decades<br />

to hide and distort the truth about the dangers of<br />

dioxin.”<br />

Data in EPA’s annual Toxics Release Inventory indicate<br />

that U.S. industry has slashed its releases of dioxins<br />

in the past two decades (C&EN, Feb. 6, page 26).<br />

Cl<br />

Cl<br />

O<br />

O<br />

2,3,7,8-Tetrachlorodibenzo-p-dioxin<br />

Backyard waste burning is the major source of dioxins<br />

in the U.S. today.<br />

The EPA limit is based on two studies. One found<br />

adverse reproductive effects in men exposed to TCDD<br />

as boys. The other found hormonal effects in infants<br />

born to mothers who had high levels of exposure.<br />

People are exposed to dioxins mainly by eating<br />

meat, poultry, dairy products, fish, or eggs. However,<br />

EPA claims that “most Americans have only low-level<br />

exposure to dioxins,” adding that this “does not pose a<br />

significant health risk.”<br />

The agency’s document examines health effects<br />

other than cancer from TCDD exposure. They include<br />

chloracne, a severe skin disease producing acne-like<br />

WWW.CEN-ONLINE.ORG 5 FEBRUARY <strong>27</strong>, <strong>2012</strong><br />

Cl<br />

Cl<br />

lesions; developmental and reproductive effects; damage<br />

to the immune system; hormonal disruption; and,<br />

possibly, mild liver damage. The agency is still working<br />

on a second document focusing on cancer hazards<br />

of TCDD.<br />

The assessment, which EPA launched in 1991 to<br />

update a 1985 document describing<br />

the cancer hazards of<br />

TCDD, has faced many delays.<br />

Throughout the years, polluting<br />

industries—including chemical<br />

companies—have faulted EPA’s<br />

work. Community and public<br />

health groups, meanwhile, have pressured the agency<br />

to finish the review.<br />

“After 21 years in the making, the dioxin assessment<br />

is in the hands of the American people,” says Paul T.<br />

Anastas, who oversaw release of the report on his final<br />

day as EPA’s top scientist (C&EN, Jan. 16, page 9).<br />

“I quite honestly never thought this report would<br />

ever see the light of day,” Gibbs says. — CHERYL HOGUE<br />

Backyard burning<br />

of waste is now<br />

the main source of<br />

dioxins, according<br />

to EPA.<br />

SHUTTERSTOCK


NEWS OF THE WEEK<br />

A BASF lab<br />

technician works<br />

on a lithium-ion<br />

test battery.<br />

BASF ADVANCES<br />

BATTERY AGENDA<br />

ENERGY STORAGE: Purchase of<br />

Merck KGaA’s electrolytes business<br />

bolsters battery materials unit<br />

ADVANCING ITS GOAL of becoming a major<br />

supplier of battery materials for electric vehicles,<br />

BASF will buy the lithium electrolytes and<br />

additives business of the German drug and chemical<br />

firm Merck .<br />

The acquisition is expected to<br />

close later this year for an undisclosed<br />

price. It comes a week after<br />

BASF paid $58 million to acquire<br />

Ovonic Battery , a Rochester Hills,<br />

Mich.-based firm that licenses the<br />

nickel-metal hydride battery technology<br />

used in most electric vehicles<br />

today (C&EN, Feb. 20, page<br />

10). Andreas Kreimeyer, a member<br />

of BASF’s board of directors, says<br />

the Merck electrolytes business<br />

“enhances the expertise we offer to<br />

BASF<br />

automotive battery manufacturers around the world.”<br />

Klaus Bofinger, head of Merck’s advanced technologies<br />

unit, explains that electrolytes, which conduct an<br />

electric charge inside a battery, have little in common<br />

with Merck’s other activities. BASF, he says, is better<br />

positioned to sell a variety of battery materials.<br />

BASF began a push into battery materials in 2009,<br />

when it took a role in a $55 million German industrygovernment<br />

consortium to develop affordable lithiumion<br />

batteries. It later licensed battery cathode technology<br />

from Argonne National Laboratory . Now it is building<br />

a $50 million cathode plant in Elyria, Ohio. Earlier this<br />

year the company paid $50 million for an equity position<br />

in Sion Power , a developer of lithium-sulfur batteries.<br />

At the start of <strong>2012</strong>, BASF formally set up a battery<br />

materials business in which it expects to invest “a threedigit<br />

million” sum by 2016. In addition to electrolytes<br />

and cathodes, a spokesman says, the firm is also developing<br />

anodes and separators—the two other main<br />

components of a battery. Battery materials competitors<br />

include chemical firms Dow Chemical and Huntsman<br />

Corp. , as well as battery makers Samsung and LG Chem .<br />

The lithium-ion car battery market is small today but<br />

could reach $3 billion by 2017, says Kevin See, an analyst<br />

with the business research firm Lux Research. Limiting<br />

growth is the high cost of the batteries. “This is where<br />

material developers like BASF will be important in<br />

helping to reduce costs,” See says. —MARC REISCH<br />

Botulinum<br />

neurotoxin<br />

(orange) complexes<br />

with NTNHA<br />

(green) to avoid<br />

digestion.<br />

RONGSHENG JIN<br />

HOW A TOXIN<br />

AVOIDS DIGESTION<br />

BIOCHEMISTRY: The key to botulinum<br />

toxin’s oral toxicity may unlock ways<br />

to deliver protein drugs by mouth<br />

THE STRUCTURE OF a botulinum neurotoxin<br />

bound to a protein shield provides clues as to how<br />

the toxin survives the digestive tract, according<br />

to a new report ( Science, DOI: 10.1126/science.1214<strong>27</strong>0 ).<br />

The results may point to ways to prevent botulism<br />

specifically. More generally, they could suggest ways<br />

to orally deliver protein-based drugs, which now<br />

must be injected to avoid digestion.<br />

Botulism is muscle paralysis caused<br />

when a neurotoxin produced<br />

by the bacterium Clostridium<br />

botulinum inhibits release of a<br />

neurotransmitter. One way to<br />

get the disease is by eating toxincontaminated<br />

food, but how the<br />

large protein survives the digestive<br />

tract to get to the bloodstream and neurons<br />

has been an open question.<br />

Researchers knew that the neurotoxin is protected<br />

by another protein, called nontoxic nonhemagglutinin<br />

(NTNHA), but not how the shielding works.<br />

A group led by Rongsheng Jin , a neuroscience<br />

professor at Sanford-Burnham Medical Research<br />

Institute in La Jolla, Calif., has now solved the crystal<br />

structure of an inactivated botulinum neurotoxin<br />

complexed to its protector NTNHA. The structure<br />

shows that NTNHA largely surrounds the part of the<br />

toxin involved in binding neuron receptors and moving<br />

through membranes. The two proteins associate<br />

through electrostatic interactions between a positively<br />

charged toxin surface and a negatively charged NTNHA<br />

surface, the researchers found.<br />

At low pH, such as in the gut, key toxin glutamate<br />

and aspartate residues would be protonated, promoting<br />

association with NTNHA. At pH 7.5, such as in the<br />

bloodstream, the residues would be deprotonated, allowing<br />

release of the toxin from NTNHA.<br />

The new structural information helps explain the toxin’s<br />

oral toxicity, says Luisa Cheng , a U.S. Department of<br />

Agriculture biologist who was not involved in the work.<br />

The work won’t lead directly to a treatment for botulism,<br />

because symptoms appear only once the toxin<br />

reaches neurons. But a way to disrupt toxin-NTNHA<br />

association could stop the disease in the face of a potential<br />

outbreak, Jin says. It could also inspire new oral<br />

delivery methods for protein pharmaceuticals, such<br />

as by combining a therapeutic, a toxin fragment, and<br />

NTNHA. —JYLLIAN KEMSLEY<br />

WWW.CEN-ONLINE.ORG 6 FEBRUARY <strong>27</strong>, <strong>2012</strong>


NEWS OF THE WEEK<br />

MICHIGAN, DOW<br />

AGREE ON CLEANUP<br />

DIOXINS: Dow is also offering to buy<br />

50 properties near its Midland plant<br />

THE MICHIGAN Department of Environmental<br />

Quality (DEQ) says it has reached an agreement<br />

with Dow Chemical to clean up to 1,500 residential<br />

properties in Midland, Mich., that are contaminated<br />

with dioxins.<br />

In a related development, Dow says it is offering to<br />

buy approximately 50 homes and lots located within<br />

the industrial and commercially zoned area outlined in<br />

the cleanup agreement.<br />

DEQ is proposing a site-specific dioxin “action<br />

level” of 250 parts per trillion for residential soils in<br />

Midland. The city is the site of Dow’s corporate headquarters<br />

and a manufacturing plant that polluted the<br />

area with dioxins from the late 1890s until the 1970s.<br />

Studies have indicated that dioxin contamination<br />

of the soil downwind of the plant is a result of<br />

airborne emissions from Dow’s historic waste incineration<br />

activities. Various dioxins are contaminating<br />

the properties, a DEQ official tells C&EN. These<br />

include 2,3,7,8-tetrachlorodibenzo- p -dioxin (TCDD)<br />

and 1,2,3,7,8-pentachlorodibenzo- p -dioxin, the two<br />

most potent congeners, as well as the less toxic<br />

octochlorodibenzodioxin.<br />

Under the agreement, Dow will devise a detailed<br />

work plan and submit it to the state for review in March.<br />

There will be a 45-day public comment period; DEQ will<br />

also hold a public hearing in April on Dow’s proposal.<br />

DEQ says it developed the cleanup level of 250 ppt<br />

in accordance with Environmental Protection Agencyapproved<br />

risk assessment procedures and with EPA’s<br />

input. Soil sampling in residential areas is expected to<br />

begin in June.<br />

AP<br />

“This proposed plan represents tremendous effort<br />

by the many partners gathered to address Midland’s<br />

dioxin issue,” DEQ Director Dan Wyant says. “The proposal<br />

is just the beginning of the work that lies ahead.”<br />

The total cost of the endeavor will not be known<br />

until it is determined how many of the 1,500 properties<br />

require cleaning and how much work needs to be done.<br />

Dow will cover all of the costs.<br />

Property owners have until June 30 to decide whether<br />

to accept Dow’s offer to clean or buy their homes<br />

and lots, which are located in two areas close to the<br />

plant. The program will also offer relocation support<br />

for those who rent these homes, if the property owner<br />

participates in the program.<br />

Owners who choose not to relocate will be offered<br />

testing and remediation of their properties, if necessary,<br />

according to Dow.<br />

“We see this as an opportunity to address land use<br />

near our manufacturing site and give people still living<br />

in this industrial/commercial area the choice to move<br />

elsewhere,” says Rich A. Wells, vice president and site<br />

director for Dow’s Michigan Operations.<br />

Dow has committed to purchase the 50 properties<br />

but has not set aside a specific dollar amount, a company<br />

spokesman tells C&EN.<br />

The announcement of the deal came just a day before<br />

EPA released an assessment of noncancer health effects<br />

of exposure to TCDD (see page 5). —GLENN HESS<br />

Dow’s Midland,<br />

Mich., industrial<br />

site.<br />

INTELLECTUAL PROPERTY Dow loses elastomers patent lawsuit against LG Chem<br />

Dow Chemical has lost the patent lawsuit<br />

it filed in 2009 in Seoul, South Korea,<br />

against LG Chem . Dow claimed that the<br />

Korean firm had violated its intellectual<br />

property rights on metallocene catalyst<br />

technology for producing ethylene-based<br />

elastomers.<br />

Dow is preparing to appeal the court’s<br />

ruling that its claim has no legal basis.<br />

“Dow believes that the district court’s decision<br />

is improper,” a company statement<br />

says. Prior to this judgment, the statement<br />

adds, “Dow’s patents were held valid<br />

by the Intellectual Property Tribunal of<br />

the Korean Intellectual Property Office.”<br />

LG Chem counters that it developed the<br />

technology on its own in 1999. The Korean<br />

firm opened a 90,000-metric-ton-per-year<br />

plant making use of the process in 2008.<br />

Chemical companies have fought several<br />

legal battles over metallocene catalyst<br />

technology in recent years. Although<br />

the market for resins made with the catalysts<br />

is not yet huge, it is growing quickly,<br />

according to Juay Piu Nah, a polyolefins<br />

industry consultant at IHS Chemical in<br />

Singapore. “If you can hold on to your<br />

technology, you can be a player in the<br />

long run,” he says.<br />

At a catalyst conference sponsored by<br />

Chemical Market Resources in Shanghai<br />

last year, Director of Client Services J. N.<br />

Swamy said South Korean chemical makers<br />

are eager to differentiate themselves<br />

with unique technologies. “They have<br />

very advanced R&D centers in Korea because<br />

the companies are under so much<br />

competitive pressure,” he observed. —<br />

JEAN-FRANÇOIS TREMBLAY<br />

WWW.CEN-ONLINE.ORG 7 FEBRUARY <strong>27</strong>, <strong>2012</strong>


NEWS OF THE WEEK<br />

F<br />

F<br />

R<br />

F<br />

R<br />

F<br />

F<br />

F<br />

H 2 N +<br />

HN<br />

Aniline<br />

+<br />

F<br />

B<br />

F<br />

F<br />

H 2<br />

F<br />

F<br />

F<br />

Cyclohexyl<br />

derivative<br />

F<br />

– [HB(C 6 F 5 ) 3 ]<br />

F<br />

F<br />

METAL-FREE<br />

HYDROGENATIONS<br />

ORGANIC SYNTHESIS: Lewis acid-base<br />

pairs enable unprecedented reduction<br />

of anilines and other aromatics<br />

IN A CHEMICAL FIRST, an international research<br />

team has developed a metal-free reaction that hydrogenates<br />

aromatic rings to form cyclohexyl derivatives.<br />

The achievement could spark a broader range of<br />

applications for industrial hydrogenations, which are<br />

widely used for processing petroleum and foods.<br />

A metal-free aromatic hydrogenation is surprising,<br />

says team leader Douglas W. Stephan of the University<br />

of Toronto, because it’s exceedingly hard to overcome<br />

the additional stability a molecule gains from aromaticity,<br />

even with the best transition-metal catalysts.<br />

Stephan and his colleagues have done so by using a<br />

chemical construct known as a frustrated Lewis pair,<br />

which Stephan introduced in 2006.<br />

Lewis acid-base adducts are common in chemistry:<br />

An electron-deficient Lewis acid readily shares a Lewis<br />

base’s spare pair of electrons. However, when the Lewis<br />

acid and base have bulky substituents, their ability to<br />

form a close relationship is denied, causing the pair to<br />

become “frustrated.”<br />

But the pair still garners penned-up reactivity, comparable<br />

with that of an organometallic catalyst. Several<br />

research groups have shown that frustrated Lewis pairs<br />

can intercept and split H 2 during an electron tug-of-war<br />

and subsequently hydrogenate compounds such as imines,<br />

silyl ethers, and N-heterocyclic compounds.<br />

Stephan’s group in collaboration with computational<br />

chemist Stefan Grimme at the University of Bonn, in<br />

Germany, tackled the hydrogenation of aromatics by<br />

using B(C 6 F 5 ) 3 as the Lewis acid and various anilines<br />

as the Lewis base ( J. Am. Chem. Soc., DOI: 10.1021/<br />

ja300228a ). When H 2 is added, the frustrated Lewis<br />

pair splits H 2 and then reductively adds hydrogens to<br />

aniline’s aromatic ring to form cyclohexylammonium<br />

borate salts. Stephan says the salts could be easily deprotonated<br />

to release the free cyclohexylamines.<br />

Princeton University’s David W. C. MacMillan , an expert<br />

in metal-free organocatalytic reactions, says the reactivity<br />

of frustrated Lewis pairs “is conceptually really<br />

intriguing” and that the new chemistry “certainly makes<br />

one think differently about the notion of aromatic<br />

hydrogenations. All in all, this work points to the exceptional<br />

fertility of this area for new reactivity discoveries<br />

and for mechanistic explorations.” —STEVE RITTER<br />

STM image shows<br />

a lithography mask<br />

used to incorporate<br />

a phosphorus atom<br />

at center pink spot<br />

and electrical leads<br />

at pink rectangular<br />

sites to create<br />

a single-atom<br />

transistor.<br />

VIDEO ONLINE<br />

NANOELECTRONICS: Device’s<br />

performance bodes well for<br />

quantum computing<br />

IN WORK THAT COULD ADVANCE the development<br />

of quantum computers, researchers have created a<br />

transistor that consists of a single atom positioned<br />

precisely between two electrodes in a silicon<br />

MARTIN FUECHSLE<br />

SINGLE-ATOM<br />

TRANSISTOR<br />

substrate. Quantum computers could perform<br />

some calculations not possible on<br />

current computers, such as solving the<br />

Schrödinger equation for large molecules.<br />

Quantum computing specialist Michelle<br />

Y. Simmons of the University of<br />

New South Wales, in Australia, and<br />

coworkers prepared the transistor.<br />

They used scanning tunneling<br />

microscopy, lithography, and<br />

phosphine chemistry to place, with single-lattice-site<br />

spatial accuracy, an individual phosphorus atom between<br />

electrodes in a silicon device ( Nat. Nanotechnol.,<br />

For the researchers’ take on the significance of<br />

their single-atom transistor, visit cenm.ag/trans.<br />

DOI: 10.1038/nnano.<strong>2012</strong>.21 ). Such precise positioning<br />

hadn’t been achieved before.<br />

Single-atom transistors could be combined to give<br />

integrated circuits of unprecedented density. But creating<br />

such transistors is painstaking, and the feasibility<br />

of making devices that comprise millions or billions of<br />

them is not yet known. The transistor operates only at<br />

close to absolute zero, also limiting applications for now.<br />

Nevertheless, the phosphorus transistor represents<br />

a step toward quantum computers. Quantum computers<br />

would achieve greater power and speed by encoding<br />

information in qubits, which adopt more states than<br />

just the two (0 and 1) in conventional computers bits.<br />

Precise atom positioning would be required to interrogate<br />

the information in qubits accurately.<br />

Device modeler Asen Asenov of the University of<br />

Glasgow believes the experimentation is “groundbreaking.”<br />

Molecular device fabricator Robert A.<br />

Wolkow of the University of Alberta believes that Simmons’<br />

group and others reported substantially similar<br />

results earlier. Some of the study’s simulations have<br />

technical deficiencies, Asenov adds.<br />

Quantum computing expert Bruce E. Kane of the University<br />

of Maryland notes that the one-atom transistor<br />

is not currently practical for conventional devices, nor<br />

does it carry out quantum operations. But he calls the<br />

work “an experimental and engineering tour de force”<br />

and believes Simmons’ group now has the requisite tools<br />

to begin building quantum computers “that would go beyond<br />

the current state of the art.” —STU BORMAN<br />

WWW.CEN-ONLINE.ORG 8 FEBRUARY <strong>27</strong>, <strong>2012</strong>


NEWS OF THE WEEK<br />

UNCERTAIN PATH<br />

FOR H5N1 RESEARCH<br />

POLICY: A closed-door meeting and a<br />

vague statement from an international<br />

panel muddy the road ahead<br />

HOW TO MOVE forward with controversial research<br />

on the H5N1 avian flu virus, including<br />

publication of two papers reporting on recent<br />

experimental work, has grown murkier in the wake of a<br />

Feb. 17 statement from the World Health Organization .<br />

According to WHO, an expert panel it convened<br />

“reached consensus on two urgent issues related to<br />

the newly created H5N1 influenza viruses: extending<br />

the temporary moratorium on research with new<br />

laboratory-modified H5N1 viruses and recognizing that<br />

research on naturally occurring H5N1 influenza virus<br />

must continue in order to protect public health.” The<br />

statement also says that the panel supports full publication<br />

of two research papers on the work, accepted<br />

by Nature and Science , “however, there are significant<br />

public health concerns surrounding this research that<br />

should first be addressed.”<br />

“I am not sure exactly what the decision means<br />

because it’s qualified,” said Bruce M. Alberts, editorin-chief<br />

of Science , at a hastily assembled news briefing<br />

in Vancouver, British Columbia, on the same day WHO<br />

released the statement. Alberts agreed to talk to the<br />

press at the American Association for the Advancement<br />

of Science annual meeting, in part to squelch rumors<br />

concerning the paper Science controls. The journal is<br />

published by AAAS.<br />

The WHO panel of experts met behind closed doors<br />

at WHO headquarters in Geneva on Feb. 16–17. WHO<br />

required each expert, including the primary authors of<br />

the Science and Nature papers, to sign a confidentiality<br />

agreement barring them from open discussion of the<br />

deliberations. Public fear about avian flu along with the<br />

panel’s detailed review of the unpublished experimental<br />

work—deemed “dual use” and thus dangerous—<br />

dictated the secrecy, WHO says.<br />

At the AAAS press briefing, Alberts revealed that<br />

Science and Nature had been planning to publish in<br />

mid-March redacted versions of the two papers that<br />

describe experiments to artificially mutate the H5N1<br />

virus, making it more contagious<br />

and virulent. Under<br />

this plan, the journals would<br />

have been following the recommendations<br />

of the U.S.<br />

National Science Advisory<br />

Board for Biosecurity ( C&EN,<br />

Feb. 6, page 6 ). NSABB Acting<br />

Chair Paul Keim of Northern<br />

Arizona University was a<br />

member of the WHO panel.<br />

“Certainly now that’s not<br />

going to happen,” said Alberts,<br />

referring to the March<br />

publication plan.<br />

In a statement, Nature Editor-in-Chief<br />

Philip Campbell, who was a member of the<br />

WHO panel, said: “Discussions at the WHO meeting<br />

made it clear how ineffective redaction and restricted<br />

distribution would be for the Nature paper. It also underlined<br />

how beneficial publication of the full paper<br />

could be. So that is how we intend to proceed.”<br />

Alberts was less definitive: “My reading is that both<br />

Nature and Science are to wait until we get some further<br />

information from WHO and other authorities about<br />

when, in fact, we are to publish the full manuscripts.”<br />

But WHO is not dictating decisions for Science ,<br />

Alberts insisted. Instead, “we’re allowing them to say,<br />

‘Delay publication until issues are resolved.’ ” It is<br />

reasonable, Alberts said, that public fears about the research<br />

be addressed first. — WILLIAM SCHULZ<br />

AAAS<br />

Alberts<br />

PHARMACEUTICALS Food & Drug Administration acts to ease cancer drug shortages<br />

FDA has taken steps to boost the supply<br />

of two critical cancer drugs—Doxil and<br />

methotrexate—both of which have been<br />

facing nationwide shortages.<br />

FDA will temporarily allow importation<br />

of the unapproved drug Lipo-Dox, from<br />

India-based Sun Pharma, as a replacement<br />

for Doxil, FDA Commissioner Margaret<br />

A. Hamburg announced on Feb. 21.<br />

FDA has also fast-tracked the approval of<br />

preservative-free methotrexate from APP<br />

Pharmaceuticals, and the agency is working<br />

with other companies to ramp up production<br />

of methotrexate, Hamburg said.<br />

FDA’s latest actions add to a growing<br />

list of measures the agency has taken<br />

since President Barack Obama signed an<br />

executive order last October to alleviate<br />

the growing problem of drug shortages in<br />

the U.S. Those measures include developing<br />

a database to track drug shortages,<br />

sharing information with the Justice Department<br />

to address stockpiling of drugs<br />

and exorbitant pricing, and collaborating<br />

with industry and other stakeholders.<br />

There has been a sixfold increase in<br />

the number of firms voluntarily notifying<br />

FDA of potential drug shortages since the<br />

executive order. Despite the increase, FDA<br />

fully supports legislation, H.R. 2245 and<br />

S. 296, that would require manufacturers<br />

to report all drug shortages to the agency<br />

and would give it enforcement authority.<br />

“We know that advanced notification<br />

works. But to truly be most effective,<br />

Congress must grant FDA the authority<br />

it needs to require notification for all<br />

lifesaving drugs,” Rep. Diana L. DeGette<br />

(D-Colo.), sponsor of H.R. 2245, said in a<br />

statement. “And manufacturers that do<br />

not comply should be penalized for putting<br />

patients at risk.” — BRITT ERICKSON<br />

WWW.CEN-ONLINE.ORG 9 FEBRUARY <strong>27</strong>, <strong>2012</strong>


COVER STORY<br />

DABBLING IN FLUORINE<br />

With their latest synthetic methods, ORGANIC CHEMISTS<br />

help tackle challenges in fluorine chemistry<br />

STEPHEN K. RITTER , C&EN WASHINGTON<br />

THERE’S A SHAKE-UP taking place in<br />

fluorine chemistry. Synthetic organic<br />

chemists who don’t normally mess with<br />

fluorine are stepping in with their toolbox<br />

of synthetic methods to broaden the range<br />

of fluorination reactions.<br />

Behind the trend are pharmaceutical and<br />

agricultural chemical companies, which<br />

need fluorine in their bioactive compounds<br />

to keep metabolism in check, facilitate<br />

delivery to a target, or improve binding<br />

to that target. But fluorine’s hard-tohandle<br />

notoriety has limited these<br />

companies to using simple fluorinated<br />

starting reagents, constraining<br />

their ability to crank<br />

out new lead compounds that<br />

could benefit from a wellplaced<br />

fluorine group.<br />

Enter the organic chemists,<br />

who have already used<br />

O<br />

HO<br />

cross-coupling reactions, which were the<br />

basis of the 2010 Nobel Prize in Chemistry,<br />

to fundamentally shift how companies<br />

conduct new-molecule discovery. Crosscoupling<br />

and other reactions are allowing<br />

discovery chemists to more efficiently<br />

create the complex molecular frameworks<br />

they need. Now discovery chemists want to<br />

use the same strategies to more efficiently<br />

install fluorine in molecules—to do fluorinations<br />

with less fuss. The contributions<br />

of synthetic organic chemists are greatly<br />

easing the work of discovery chemists<br />

handling fluorine chemistry, although in<br />

one key area—practical catalytic fluorinations—success<br />

still is elusive.<br />

Fluorine chemists are feeling chagrined<br />

by the invasion of their turf, although they<br />

acknowledge that this is one case where<br />

having too many cooks in the kitchen is a<br />

good thing. Chemists in industry are ecstatic<br />

because they suddenly are gaining access<br />

to new ways of getting fluorine into their<br />

molecules, likely accelerating the discovery<br />

process. All the kinks haven’t yet been<br />

worked out, but the new dynamic is already<br />

leading to a burst of synthetic advances.<br />

“The benefit of adding one, two, or three<br />

F<br />

F<br />

H<br />

Fluticasone (component of<br />

GlaxoSmithKline’s Seretide)<br />

Atorvastatin (Pfizer’s Lipitor)<br />

3 out of 10<br />

best-selling drugs in<br />

2011 contain fluorine<br />

HO<br />

O<br />

OH<br />

H 3 C<br />

N<br />

S<br />

N<br />

O<br />

N<br />

OH<br />

CH3<br />

Rosuvastatin (AstraZeneca’s Crestor)<br />

WWW.CEN-ONLINE.ORG 10 FEBRUARY <strong>27</strong>, <strong>2012</strong><br />

O<br />

F<br />

F<br />

fluorines into a molecule has definitely<br />

been recognized by mainstream synthetic<br />

organic chemists,” says William R. Dolbier<br />

Jr. , a seasoned fluorine chemist at the University<br />

of Florida. “This trend is playing out<br />

because researchers at pharmaceutical and<br />

agrochemical companies are interested<br />

in finding truly useful ways to get fluorine<br />

into organic molecules—methods<br />

that are catalytic, inex-<br />

F<br />

O<br />

S<br />

O<br />

OH<br />

OH<br />

H<br />

N N<br />

H<br />

pensive, easy to use, and have high yields.”<br />

Dolbier’s group is known for using<br />

the reducing agent tetrakis(dimethylamino)ethylene,<br />

or TDAE, with fluorinated<br />

precursors such as CF 3 I to generate<br />

in situ fluorinated carbanions that<br />

effectively add CF 3 groups to molecules.<br />

His team also developed trimethylsilyl<br />

2-(fluorosulfonyl)-2,2-difluoroacetate,<br />

or TFDA. This reagent has extended the<br />

scope of synthetic difluorocarbene chemistry,<br />

enabling the construction of difluorocyclopropane<br />

substituents, for example.<br />

Dolbier has mixed feelings about the<br />

influx of fluorine newcomers. One reservation<br />

he has is that some of them are not<br />

scrupulous about referencing relevant earlier<br />

work. However, he understands how such<br />

lapses can happen. Much like the new crop<br />

of organic chemists engaging in fluorine<br />

research, Dolbier also was an organic chemist<br />

before he started making forays into<br />

OH<br />

O<br />

fluorine chemistry in the 1970s.<br />

Because fluorine chemistry is<br />

OH<br />

an esoteric field, Dolbier says<br />

he sometimes found himself<br />

“rediscovering the wheel”<br />

as a consequence of not being fully aware of<br />

the fluorine literature.<br />

“There is one part of you that wants<br />

to tell the newcomers: ‘Hey, stay<br />

out of our field. Leave the fluorine<br />

chemistry to us. We can do it,’ ”<br />

Dolbier says. “On the other hand, we have<br />

to recognize that they are bringing in the<br />

methodologies they use with nonfluorinated<br />

compounds and adapting them to<br />

fluorine chemistry to create great new reagents.<br />

They are making novel, worthwhile<br />

contributions to the field.”<br />

LIKE DOLBIER, fluorine veteran G. K. Surya<br />

Prakash of the University of Southern California<br />

(USC) also has mixed feelings about<br />

the new developments. “Chemists who are<br />

doing leading organic and organometallic<br />

chemistry and traditionally develop methodologies<br />

for drug discovery and natural<br />

product synthesis have realized there is a<br />

bonanza by focusing on fluorine chemistry,”<br />

Prakash says. “Fluorine has become a<br />

driving force—it’s the new kingpin of drug<br />

discovery.”<br />

Prakash is a little disappointed, however,<br />

that some of the new results are being<br />

touted as though fluorine chemistry is<br />

something new. “Still,” he adds, “it’s a pretty<br />

good thing for the field that an energetic<br />

wave of organic chemists is joining in and<br />

developing new methodologies.”<br />

Prakash is best known for his work with


trifluoromethyltrimethylsilane (TMSCF 3 ).<br />

In 1989, he and his colleagues showed it is<br />

an ideal reagent for adding CF 3 to carbonyl<br />

compounds. Now known as the Ruppert-<br />

Prakash reagent, TMSCF 3 is the most<br />

widely used source of CF 3 for trifluoromethylation<br />

reactions.<br />

Working with USC colleague and Nobel<br />

Laureate George A. Olah, Prakash has made<br />

dozens of fluorine chemistry discoveries<br />

over the past 25 years. Just recently,<br />

Prakash and his colleagues reported a<br />

method to make a trifluoromethylated<br />

version of the pesticide DDT, which<br />

may be more potent than plain DDT and<br />

biodegradable ( Org. Lett., DOI: 10.1021/<br />

ol201669a ). They also developed<br />

a Heck coupling<br />

reaction for the synthesis<br />

of trifluoromethylstyrenes<br />

H 3 C<br />

( Org. Lett., 10.1021/ol300076y ).<br />

“This new trend is not a shift<br />

where academics are suddenly spending<br />

all their time on fluorine chemistry,” notes<br />

fluorine newbie Phil<br />

S. Baran of Scripps Research<br />

Institute. “For<br />

O<br />

O<br />

N<br />

H<br />

Cl<br />

N<br />

NH 2<br />

H<br />

N<br />

N<br />

O<br />

CH 3 O<br />

HN<br />

Vandetanib (AstraZeneca’s Caprelsa)<br />

N<br />

H<br />

Ezogabine (GlaxoSmithKline’s Potiga)<br />

our group, it’s more of a hobby,<br />

not a main thrust—we’re<br />

dabbling in fluorine<br />

chemistry.”<br />

Baran explains<br />

that during<br />

consulting<br />

trips to pharmaceutical<br />

companies<br />

he hears<br />

about how<br />

medicinal<br />

F<br />

O<br />

HN<br />

Vemurafenib (Genentech’s Zelboraf)<br />

F<br />

F<br />

O<br />

S<br />

O<br />

chemists sometimes struggle to add a CF 3 in<br />

just the right place or put in a CF 2 H group.<br />

“There is a fundamental desire for organic<br />

chemists to understand chemical<br />

reactivity with the potential for direct applications,”<br />

Baran says. “These forays into<br />

fluorine chemistry are a natural response of<br />

the academic community to what discovery<br />

chemists are saying is useful to them.”<br />

Peter T. Cheng, a research scientist in<br />

metabolic diseases discovery chemistry at<br />

Bristol-Myers Squibb , says medicinal chemists<br />

don’t normally talk with fluorine chemists,<br />

although he and his colleagues do read<br />

their research papers. On the other hand,<br />

medicinal chemists do regularly interact<br />

with frontline organic synthetic chemists.<br />

“When we talk with academic chemists,<br />

they very curiously ask about the synthetic<br />

challenges we are facing,” Cheng says.<br />

“They see problems out there that are of<br />

importance to everyone that they think<br />

they can solve.”<br />

MEDICINAL CHEMISTS generally buy<br />

prefluorinated starting materials and then<br />

functionalize them further, Cheng notes.<br />

But they would prefer to run a few synthetic<br />

steps and then add fluorine later, he says.<br />

“We are glad the organic<br />

N<br />

chemists are working on<br />

fluorinations,” Cheng<br />

N<br />

F<br />

Br<br />

7 out of 35<br />

new drugs approved in<br />

2011 contain fluorine<br />

O<br />

O<br />

F<br />

H<br />

F<br />

Ioflupane (GE Healthcare’s DaTscan)<br />

Roflumilast (Forest Pharmaceuticals’ Daliresp)<br />

WWW.CEN-ONLINE.ORG 11 FEBRUARY <strong>27</strong>, <strong>2012</strong><br />

F<br />

Cl<br />

O<br />

N<br />

H<br />

says. “Most fluorinations were previously<br />

done on unadorned or simply functionalized<br />

phenyl rings. But now direct fluorinations<br />

are possible at C–H bonds of<br />

complex functionalized phenyls and<br />

heteroaromatics, which are the truly<br />

useful building blocks for drugs. This new<br />

trend will ultimately allow us to add fluorine<br />

at will under mild conditions.”<br />

Baran’s group now has two fluorine<br />

chemistry papers to its credit, and more<br />

are on the way. The first one, published<br />

last year, reports the trifluoromethylation<br />

of pyridines and other nitrogen-based<br />

heteroaromatics using CF 3 radicals<br />

( Proc. Natl. Acad. Sci. USA, DOI: 10.1073/<br />

pnas.1109059108 ).<br />

Fluorine chemists have been preparing<br />

Cl<br />

N<br />

N<br />

O<br />

and using CF 3 radicals for decades, Baran<br />

notes. One reaction involves CF 3 I gas,<br />

which is inconvenient to handle and tends<br />

to be too harsh for functionally complex<br />

compounds, so medicinal chemists don’t<br />

like using it, he says.<br />

Baran’s team makes CF 3 radicals instead<br />

by using tert -butyl hydroperoxide as an<br />

oxidant to controllably decompose sodium<br />

trifluoromethylsulfinate, NaSO 2 CF 3 . This<br />

stable, inexpensive solid, known as Langlois<br />

reagent for Bernard R. Langlois of Claude<br />

Bernard University, in Lyon, France, has often<br />

been used for fluorination reactions.<br />

The second paper, published this year, reports<br />

a similar process to add CF 2 H groups<br />

to nitrogen heterocycles by generating<br />

CF 2 H radicals from the reaction between<br />

tert -butyl hydroperoxide and the new<br />

reagent Zn(SO 2 CF 2 H) 2 ( J. Am. Chem.<br />

OCH 3<br />

F<br />

123 I<br />

F<br />

S<br />

N<br />

NHH<br />

N<br />

N<br />

N<br />

NN OH OH<br />

O<br />

Ticagrelor (AstraZeneca’s Brilinta)<br />

H<br />

N<br />

N N<br />

Cl<br />

Soc., DOI: 10.1021/ja211422g ). This<br />

zinc reagent is already available<br />

from Sigma-Aldrich.<br />

O<br />

N<br />

Cl<br />

Crizotinib (Pfizer’s Xalkori)<br />

Generating a CF 2 H group<br />

usually requires deoxyfluorinating<br />

reagents. These<br />

electrophilic reagents<br />

F<br />

NH 2<br />

OH<br />

typically store<br />

fluorine<br />

in an N–F bond and<br />

convert carbonyl groups<br />

into CF 2 H or CF 2 groups,<br />

and alcohols into CH 2 F<br />

groups. More than a halfdozen<br />

such reagents<br />

are commercially<br />

available. But<br />

they tend to be<br />

harsh and nonselective<br />

for discovery<br />

chemistry<br />

and thus<br />

not practical<br />

for<br />

fluorinations at later stages of a multistep<br />

synthesis. Adding a premade CF 2 H group<br />

in the manner Baran’s team has done was<br />

previously unheard of.<br />

In a related development, last year David<br />

W. C. MacMillan of Princeton University led<br />

a team that made CF 3 radicals from a lightinduced<br />

reaction involving a ruthenium


COVER STORY<br />

photocatalyst and trifluoromethanesulfonyl<br />

chloride, ClSO 2 CF 3 , a reagent shown to be<br />

useful for radical trifluoromethylations by<br />

Nobumasa Kamigata of Tokyo Metropolitan<br />

University. MacMillan and coworkers<br />

showed that the approach can add CF 3<br />

groups to already functionalized aryl groups<br />

in molecules such as ibuprofen ( Nature,<br />

DOI: 10.1038/nature10647 ).<br />

“The idea we are pursuing is to rapidly<br />

append fluorinated groups to diverse collections<br />

of compounds for discovery screening,<br />

rather than having to build fluorinated<br />

molecules one at a time,” Baran says. Baran<br />

and his coworkers want to do the reactions<br />

in open air at room temperature; using the<br />

cheapest, lowest toxicity reagents they can<br />

find or invent; using substrates with unprotected<br />

functional groups; and all in singlepot<br />

reactions. “Coffee cup chemistry—just<br />

dump in and stir,” Baran says.<br />

FLUORINE NEWCOMER John F. Hartwig of<br />

the University of California, Berkeley, thinks<br />

the spark that ignited the flurry of fluorine<br />

activity came from pharmaceutical companies<br />

better articulating their unmet needs.<br />

“For our group, it’s more of a<br />

hobby, not a main thrust—we’re<br />

dabbling in fluorine chemistry.”<br />

“Fluorine chemists have already developed<br />

methods to take simple fluorinated<br />

starting materials and then halogenate,<br />

aminate, and do whatever else needs to be<br />

done to create the hundreds of fluorinated<br />

molecules available in a chemical catalog,”<br />

Hartwig notes. “Those contributions are<br />

really important.”<br />

But the growing dependence during the<br />

past 15 years on catalytic cross-coupling<br />

reactions, which are one of Hartwig’s<br />

specialties, has created some needs that<br />

can’t be met by the existing reagents or the<br />

methods to make them, he points out.<br />

Chemists who want to create a collection<br />

of compounds, such as a group of drug<br />

candidates, might now start with an intermediate<br />

containing an aryl halide, Hartwig<br />

explains. The aryl group would already have<br />

been functionalized with other desired<br />

groups in previous steps. The researchers<br />

would next do a series of separate crosscoupling<br />

derivatization steps, such as Suzuki<br />

coupling, Negishi coupling, Heck reaction,<br />

C–N coupling, C–O coupling, ketone<br />

arylation, and other reactions, to make from<br />

that aryl halide intermediate dozens to hundreds<br />

of unique molecules to test.<br />

“Discovery chemists also want to make<br />

sets of fluorinated analogs,” Hartwig says.<br />

“But they don’t want to revert to a chemical<br />

catalog and buy 10 or 20 different premade<br />

fluorine reagents and start each synthesis<br />

from scratch—they want to start from<br />

that same prefunctionalized aryl halide<br />

intermediate.<br />

“That’s an organic synthesis need that’s<br />

different now than it was before people did<br />

so much cross-coupling,” Hartwig continues.<br />

“But we also have a parallel line of fluo-<br />

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COVER STORY<br />

rine chemists who have been doing organofluorine<br />

chemistry for a long time. What we<br />

are now doing is helping make those parallel<br />

lines of interests intersect.”<br />

To that end, Hartwig’s group has published<br />

two papers on copper-mediated fluorinations,<br />

and it plans to publish more. The<br />

work stems from mechanistic studies in the<br />

Hartwig lab and builds on the work of other<br />

research groups, including those of Donald<br />

J. Burton of the University of Iowa and<br />

Hideki Amii of Gunma University, in Japan.<br />

To date, the majority of metal-mediated<br />

fluorination reactions use copper reagents.<br />

Hartwig’s team used (phen)CuCF 3 , a<br />

CuCF 3 complex with a phenanthroline<br />

ligand, to trifluoromethylate a range of<br />

aryl compounds under mild conditions<br />

( Angew. Chem. Int. Ed., DOI: 10.1002/<br />

anie.201100633 ). The researchers prepare<br />

the copper reagent in high yield by sequentially<br />

adding 1,10-phenanthroline and then<br />

TMSCF 3 to [CuOC(CH 3 ) 3 ] 4 . The phenanthroline<br />

ligand helps speed up the reaction<br />

and stabilizes CuCF 3 against side reactions<br />

sparked by its decomposition to a difluorocarbene.<br />

The (phen)CuCF 3 reagent is now<br />

Baran’s fluorinations<br />

R<br />

N<br />

and other<br />

heterocycles<br />

R<br />

N<br />

and other<br />

heterocycles<br />

NaSO 2 CF 3<br />

(CH 3 ) 3 COOH<br />

Zn(SO 2 CF 2 H) 2<br />

(CH 3 ) 3 COOH<br />

CF 3<br />

made commercially by Catylix , a company<br />

Hartwig cofounded, and it’s available for<br />

sale in the Sigma-Aldrich catalog, he says.<br />

R<br />

R<br />

N<br />

N<br />

CF 2 H<br />

COPPER and the phenanthroline ligand are<br />

cheap, Hartwig says, and the reagent is easy<br />

to handle, thermally stable, and operates at<br />

room temperature or with mild heating, he<br />

notes. Hartwig’s contribution to coppermediated<br />

chemistry is in showing that it<br />

can be used on a broad scope, adding perfluoroalkyl<br />

groups not only to aryl iodides<br />

as others have shown, but also to selected<br />

aryl bromides and aryl boronates, including<br />

those with electron-rich, electron-deficient,<br />

or sterically hindered substituents.<br />

“Our reagent is something a medicinal<br />

chemist can pull off the shelf and drop into<br />

a round-bottomed flask or into 96 tubes in<br />

a rack,” Hartwig says. “Maybe the reaction<br />

doesn’t meet all the green chemistry needs.<br />

But it does meet the needs of medicinal<br />

chemists for milder and more versatile<br />

fluorinating reagents.”<br />

For Thomas M. Stevenson, a research<br />

fellow in discovery chemistry at DuPont<br />

Crop Protection , the ability of Baran,<br />

MacMillan, Hartwig, and others to apply<br />

organic synthesis methods to fluorinations<br />

is enabling fluorine chemistry in ways not<br />

possible before.<br />

“It’s true that we have traditionally<br />

bought our fluorine compounds and derivatized<br />

them because fluorine chemistry<br />

is hard to do, especially at the end of a synthetic<br />

sequence,” Stevenson says. “But in a<br />

perfect world we would like to have one intermediate<br />

that we can derivatize in many<br />

different ways. When optimizing a lead<br />

compound, we want to try CF 3 in almost<br />

every position in the molecule.<br />

“That is where this new chemistry comes<br />

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in handy,” Stevenson continues. “Diversification<br />

at the end of a synthesis rather than<br />

at the beginning is a real time-saver and is<br />

transforming our efficiency—it is really<br />

fantastic for our throughput and our ability<br />

to carry out optimization programs. And the<br />

idea that you can do this in a nonspecialist<br />

way—really anyone can do this chemistry—<br />

makes our job easier.”<br />

Stevenson says he and his colleagues are<br />

trying many of the newly reported methods.<br />

For example, he recently put two CF 3<br />

groups on a molecule in the last synthetic<br />

step, something not possible before. “For<br />

me it’s an exciting time to be a discovery<br />

chemist because we have the opportunity<br />

to make many molecules today that would<br />

have been difficult to make 25 years ago.”<br />

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FLUORINE SPECIALISTS themselves<br />

are taking inspiration from the transitionmetal-catalyzed<br />

cross-coupling reactions.<br />

Among them is Feng-Ling Qing of the Chinese<br />

Academy of Sciences’ Shanghai Institute<br />

of Organic Chemistry (SIOC).<br />

SIOC has a long history in fluorine chemistry,<br />

Qing relates, and it even has a separate<br />

organofluorine chemistry department with<br />

10 research groups. The Shanghai area is<br />

home to many pharmaceutical and fine<br />

chemicals companies, and more are popping<br />

up across China, he notes. “Scientists at<br />

these companies often require fluorinated<br />

compounds, so they come to SIOC to discuss<br />

fluorine chemistry with us,” Qing says.<br />

In response, Qing’s group recently developed<br />

oxidative trifluoromethylation reactions<br />

that use copper and TMSCF 3 to introduce<br />

fluorinated groups into organic molecules.<br />

For example, his team has carried out<br />

trifluoromethylations of terminal alkynes<br />

via cross-coupling ( J. Am. Chem. Soc., DOI:<br />

10.1021/ja102175w ), trifluoromethylations<br />

of aryl boronic acids via cross-coupling<br />

( Org. Lett., DOI: 10.1021/ol1023135 ), and trifluoromethylthiolations—SCF<br />

3 group additions—of<br />

aryl boronic acids ( Angew. Chem.<br />

Int. Ed., DOI: 10.1002/anie.201108663 ).<br />

Given the functional group tolerance,<br />

broad substrate scope, and mild reaction<br />

conditions of these methods, Qing believes<br />

they can be used to fluorinate highly functionalized<br />

compounds at the later stages of<br />

a synthetic sequence.<br />

The influx of new methods has the added<br />

benefit of expanding the fluorine chemistry<br />

skill set of young synthetic organic chemists<br />

in industry, University of Florida’s Dolbier<br />

points out. “Many of the research chemists<br />

working at pharmaceutical and agrochemical<br />

companies come out of large academic<br />

organic synthesis groups and have no experience<br />

in fluorine chemistry,” Dolbier notes.<br />

What they know about fluorine, he says,<br />

comes from on-the-job training, including<br />

the fluorine chemistry short courses Dolbier<br />

teaches at pharma and agchem companies.<br />

Even when it comes to process chemistry,<br />

when syntheses are scaled up for commercial<br />

production, the fluorine chemistry<br />

steps are usually farmed out to contract<br />

research organizations that specialize in<br />

fluorine chemistry. It is unusual for pharmaceutical<br />

or agrochemical companies<br />

to hire people with any experience with<br />

fluorine, Dolbier says. “But that may change<br />

now that some synthetic organic groups are<br />

working with fluorine.”<br />

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WWW.CEN-ONLINE.ORG 15 FEBRUARY <strong>27</strong>, <strong>2012</strong>


COVER STORY<br />

One scientist who is showing how fluorine<br />

expertise could be more widespread<br />

among synthetic organic chemists is Harvard<br />

University’s Tobias Ritter . Classically<br />

trained as an organic chemist, but with<br />

experience in organometallics and fluorine<br />

chemistry as well, Ritter has focused on<br />

fluorine chemistry during the first few years<br />

of his academic career. As several chemists<br />

tell C&EN, Ritter is a “human<br />

catalyst” helping the new wave of<br />

fluorine chemistry pick up speed.<br />

Among the Ritter group’s<br />

achievements so far is a new<br />

imidazolium-based deoxyfluorinating<br />

reagent that transforms<br />

substituted phenols into aryl<br />

fluorides ( J. Am. Chem. Soc., DOI:<br />

10.1021/ja2048072 ). His team has<br />

also carried out silver-mediated reactions<br />

that use the commercial electrophilic fluorinating<br />

reagent Selectfluor to convert aryl<br />

tin compounds into aryl fluorides and aryl<br />

tin compounds and aryl boronic acids into<br />

trifluoromethoxy derivatives ( J. Am. Chem.<br />

Soc., DOI: 10.1021/ja105834t and 10.1021/<br />

ja204861a ).<br />

Ritter and coworkers most recently<br />

devised a palladium-based electrophilic<br />

fluorinating reagent and used it in the<br />

late-stage synthesis of 18 F-labeled aromatic<br />

compounds for positron emission tomography<br />

(PET) diagnostic imaging ( Science,<br />

DOI: 10.1126/science.1212625 ). Preparing<br />

18<br />

F compounds has always been precarious<br />

because of the 110-minute half-life of<br />

Qing’s fluorinations<br />

R<br />

R<br />

B(OH) 2<br />

TMSCF 3 , CuI, KF<br />

CF 3<br />

TMSCF 3 , CuX, S 8<br />

SCF 3<br />

R<br />

R<br />

the isotope. The compounds are limited to<br />

simple molecules such as deoxyglucose.<br />

The new synthesis shows that much more<br />

diverse molecules can be used for PET.<br />

The originality of Ritter’s work makes<br />

these new methods “real home runs,”<br />

Scripps’ Baran says. “Ritter has turned<br />

out to be the poster child for the resurgence<br />

in fluorine chemistry.” Last year,<br />

to begin commercializing some of these<br />

successes, Ritter founded Boston-based<br />

SciFluor Life Sciences .<br />

WHEN IT COMES to true catalytic fluorination<br />

reactions, however, the new fervor<br />

over fluorine has run into a wall . Although<br />

many researchers—fluorine chemists and<br />

nonfluorine chemists alike—have tried to<br />

develop mild catalytic fluorinations that<br />

work on complex molecules, success has<br />

been limited.<br />

“Just five years ago a chemist would laugh<br />

at the idea of palladium-catalyzed nucleophilic<br />

trifluoromethylation of aryl halides,”<br />

Vladimir V. Grushin notes in a review of<br />

aromatic trifluoromethylations ( Chem. Rev.,<br />

DOI: 10.1021/cr1004293 ). Studies by multiple<br />

research groups since then have proven<br />

that the reaction is not impossible, but these<br />

researchers can’t celebrate using palladiumcatalyzed<br />

cross-coupling chemistry in drug<br />

discovery chemistry just yet.<br />

A former DuPont research scientist who<br />

is now at the Institute of Chemical Research<br />

of Catalonia, in Spain, Grushin has shown<br />

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innovation in the development of commercial products<br />

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performance for their companies.<br />

Please nominate an individual or team whose innovations have<br />

contributed to their companies, the chemical enterprise,<br />

and to humanity.<br />

More information about the history of the program and the<br />

nomination process can be found on the Heroes of Chemistry page<br />

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Please note that all nominations<br />

must be received by<br />

April 20, <strong>2012</strong>.<br />

WWW.CEN-ONLINE.ORG 16 FEBRUARY <strong>27</strong>, <strong>2012</strong>


through his research dating back to the<br />

mid-1990s that cleanly executed reductive<br />

elimination of monofluorinated aryl groups<br />

from palladium intermediates is difficult to<br />

pull off. In reductive elimination, which is<br />

the last step of a catalytic cross-coupling reaction,<br />

the two molecular fragments bound<br />

to the metal catalyst are released and join to<br />

form the product.<br />

Grushin found that standard approaches<br />

to palladium-catalyzed cross-coupling using<br />

tertiary phosphine ligands favor formation<br />

of P–F bonds with the phosphine ligand on<br />

the metal, rather than desired C–F bonds<br />

with aryl substrates. His group overcame<br />

the problem by using a bulkier ligand and<br />

eventually reported a breakthrough in 2006:<br />

the first aryl trifluoromethyl compounds<br />

prepared by palladium-mediated crosscoupling.<br />

The reaction showed that catalytic<br />

aromatic fluorinations were at least possible.<br />

IN 2009, fluorine newcomer Stephen L.<br />

Buchwald ’s group at Massachusetts Institute<br />

of Technology built on those and<br />

other developments to design a palladiumcatalyzed<br />

reaction to form C–F bonds on<br />

prefunctionalized aryl rings. Buchwald’s<br />

team used aryl triflates as the substrate and<br />

CsF as a fluorine source to make various<br />

monofluorinated aryl compounds ( Science,<br />

DOI: 10.1126/science.1178239 ). In 2010,<br />

Buchwald’s team followed up with similar<br />

chemistry, using the ethyl analog of TMSCF 3<br />

as a CF 3 source to achieve the first palladium-catalyzed<br />

aryl trifluoromethylations<br />

( Science, DOI: 10.1126/science.1190524 ).<br />

Buchwald emphasizes that much credit<br />

goes to Grushin for pointing the way. His<br />

group’s success, Buchwald says, stems from<br />

using one of its trademark bulky biaryl phosphine<br />

ligands, named BrettPhos, to create<br />

an aryl palladium fluoride complex.<br />

BrettPhos appears to prevent formation<br />

of P–F bonds and formation of a bridging<br />

fluorine in palladium intermediates that can<br />

block reductive elimination, he explains.<br />

The catalytic process still needs to be optimized.<br />

“There isn’t anything practical yet<br />

in terms of getting to scalable processes,”<br />

Buchwald says. The ligand is still too expensive,<br />

he notes, and the substrate scope needs<br />

to be expanded.<br />

Even so, Buchwald is not sure metalcatalyzed<br />

reactions for discovery chemistry<br />

can compete with the new radical chemistry<br />

from the groups of Baran and MacMillan.<br />

Their systems are better geared toward discovery<br />

research, Buchwald notes. “But everyone<br />

is moving in the right direction,” he<br />

says. “Hopefully we will be able to kick our<br />

palladium fluorination work up a couple of<br />

notches so that it will be user-friendly.”<br />

“In terms of achieving metal-mediated<br />

fluorine chemistry, we organic chemists are<br />

Johnny-come-latelies,” Buchwald admits.<br />

“But you see this type of discovery process<br />

happen in so many fields.<br />

“People are thinking about the same idea;<br />

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BUSINESS CONCENTRATES<br />

WESTLAKE MAY DROP<br />

BID FOR GEORGIA GULF<br />

In an earnings conference call on Feb. 21,<br />

Westlake Chemical CEO Albert Chao told<br />

analysts that his company may withdraw<br />

its offer to purchase rival vinyls producer<br />

Georgia Gulf . Georgia Gulf earlier rebuffed<br />

Westlake’s $1.2 billion acquisition offer,<br />

calling the price “far from compelling.”<br />

Although Chao said he is still interested in<br />

good-faith negotiations, he stated, “We are<br />

a disciplined acquirer with extensive industry<br />

knowledge, and we know what Georgia<br />

Gulf is worth.” If Georgia Gulf ’s board and<br />

management does not change its approach,<br />

Chao said, Westlake will likely withdraw its<br />

bid. In his own call with analysts, Georgia<br />

Gulf CEO Paul D. Carrico said, “We’re confident<br />

about the opportunities ahead for<br />

Georgia Gulf.” —MMB<br />

MOSAIC REACHES<br />

MINE SETTLEMENT<br />

Phosphate fertilizer producer Mosaic has<br />

reached a settlement with environmental<br />

groups that will allow it to ramp up operations<br />

at its phosphate rock mine in South<br />

Fort Meade, Fla. The mine has operated<br />

at reduced capacity since the Sierra Club<br />

and two other groups challenged Mosaic’s<br />

federal wetlands operating permit (C&EN,<br />

Aug. 9, 2010, page 14). The settlement,<br />

which is subject to court approval, calls for<br />

the donation of 4,171 acres of land for a park<br />

along with other conservation concessions.<br />

As a result, Mosaic says it will be able to begin<br />

operations on 7,000 acres with 10 years<br />

of additional phosphate reserves. — MSR<br />

BP, SINOPEC, AND SK<br />

PLAN CHINA COMPLEX<br />

BP , Sinopec , and South Korea’s SK Holdings<br />

have signed a memorandum of<br />

understanding to build acetic acid and<br />

1,4-butanediol (BDO) plants in Chongqing<br />

in southwestern China. The $1.1 billion<br />

project would include a 600,000-metricton-per-year<br />

acetic acid plant funded by<br />

BP, Sinopec subsidiary Sichuan Vinylon<br />

Works, and a state-owned investment firm.<br />

SK and Sichuan Vinylon would build a<br />

200,000-metric-ton BDO facility. The acetic<br />

acid facility would supply hydrogen to<br />

the BDO unit, which in turn would supply<br />

acetylene to the acetic acid plant. — JFT<br />

NOVEL DNA SEQUENCERS DEBUT<br />

Oxford Nanopore Technologies is preparing to<br />

launch new DNA-sequencing devices that use<br />

nanopore strand-sequencing technology. The<br />

method works by passing a single-stranded DNA<br />

polymer through a protein nanopore to identify<br />

individual DNA bases. According to the company,<br />

this approach allows for very long sequence<br />

read lengths, high throughput, real-time<br />

results, and minimal sample preparation.<br />

Instrumentation industry stock analysts<br />

are calling the new devices a disruptive<br />

and game-changing technology, especially<br />

in applied settings, and potential<br />

The MinION is<br />

small and disposable.<br />

competition for sequencing products from<br />

Life Technologies and Illumina . To be available by<br />

year-end, the GridION system consists of nodes with consumable cartridges.<br />

Each node, which can deliver tens of gigabytes of sequence data<br />

in 24 hours, can be used as a single desktop instrument or networked for<br />

larger analyses. The MinION is a disposable sequencing device about the<br />

size of a USB memory stick. It is expected to sell for less than $900 when<br />

available midyear. Oxford Nanopore was a 2005 spin-off of the University<br />

of Oxford. — AMT<br />

KOPPERS TO BUILD CHINA<br />

COAL TAR DISTILLERY<br />

Coal chemicals maker Koppers has signed<br />

a letter of intent to construct a coal-tarbased<br />

products complex in Pizhou City<br />

in China’s Jiangsu province. The complex<br />

would include a 250,000-metric-tonper-year<br />

coal tar distillation facility and<br />

downstream plants making needle coke and<br />

carbon black. The distillation facility would<br />

be jointly owned by Koppers and China’s<br />

Yizhou Group, and the downstream plants<br />

would be owned by Nippon Steel Chemical .<br />

Completion is targeted for early 2014. —MM<br />

BASF WILL PHASE OUT<br />

LEAD CHROMATE<br />

BASF plans to stop producing lead chromate<br />

pigments by the end of 2014. The firm<br />

says its lead chromate plant in Besigheim,<br />

Germany, will become a hub for replacements<br />

that offer the same yellow and red<br />

hues. BASF already offers alternatives to<br />

lead chromate, according to Stefan Sütterlin,<br />

head of pigments business management<br />

in Europe, but customers, particularly<br />

in the coatings industry, have resisted<br />

change. Starting in May 2015, though, Eu-<br />

rope’s REACH chemicals regulation bans<br />

the use of lead chromate pigments without<br />

government approval. — MM<br />

TA ACQUIRES BÄHR<br />

THERMOANALYSE<br />

TA Instruments , a subsidiary of Waters<br />

Corp. , has acquired Bähr Thermoanalyse .<br />

The instrument firm, based in Hüllhorst,<br />

Germany, employs 20 people and manufactures<br />

high-temperature thermal analysis<br />

systems. TA says the acquisition, coupled<br />

with its purchase of Anter Corp. in July 2011,<br />

will make it a leader in the thermal and mechanical<br />

characterization of ceramic, metal,<br />

glass, and other inorganic materials. —MSR<br />

FMC LOOKS TO CHINA<br />

FOR NEW INSECTICIDE<br />

FMC will license a new insecticide active<br />

ingredient developed by East China University<br />

of Science & Technology. The ingredient<br />

is manufactured in China by Shanghai<br />

Shengnong Pesticide Co. FMC will have<br />

exclusive rights to the insecticide outside<br />

of China. In addition, the three parties will<br />

collaborate on new pesticide research.<br />

OXFORD NANOPORE<br />

TECHNOLOGIES<br />

WWW.CEN-ONLINE.ORG 18 FEBRUARY <strong>27</strong>, <strong>2012</strong>


BUSINESS CONCENTRATES<br />

LANXESS<br />

In <strong>February</strong>, FMC licensed a plant-based<br />

fungicide called blad that was developed<br />

by researchers from Portugal’s Technical<br />

University of Lisbon. — MMB<br />

FERRO SECURES RARE-<br />

EARTH SOURCE<br />

Ferro has formed a joint venture with<br />

Baotou Jin Meng Rare Earth, a rare-earth<br />

refiner based in Inner Mongolia, China.<br />

The venture will produce ultrafine cerium<br />

oxide-based materials used to polish cover<br />

glass for electronic devices. Majorityowned<br />

by Ferro, the venture will be based<br />

at Ferro’s existing site in Suzhou, China. Jin<br />

Meng will be responsible for supplying rare<br />

earths to the venture. Chemical makers are<br />

adopting a variety of strategies to cope with<br />

Chinese export restrictions on rare earths.<br />

BASF recently signed a sourcing agreement<br />

with the Australian supplier Lynas. Shin-<br />

Etsu Chemical is investing in a rare-earth<br />

recycling facility in Vietnam. — JFT<br />

ENANTA SIGNS NOVARTIS<br />

FOR HEPATITIS DRUG<br />

Enanta Pharmaceuticals , a specialist in<br />

small-molecule drugs for infectious diseases,<br />

has entered a pact with Novartis for development,<br />

manufacture, and commercialization<br />

of its lead candidate, EDP-239, which<br />

comes from its NS5A hepatitis C virus inhibitor<br />

program. Enanta will receive an up-front<br />

payment of $34 million and is eligible for<br />

up to $406 million in milestone payments.<br />

NS5A is a nonstructural viral protein that is<br />

essential to viral replication. The protein has<br />

emerged as an important target for antiviral<br />

drug development, Enanta says. —RM<br />

MERCK AND PFIZER<br />

STRIKE GENERICS DEALS<br />

Merck & Co. and Brazil’s Supera Farma<br />

Laboratorios have formed a joint venture<br />

to market pharmaceuticals and branded<br />

generics in Brazil. The partners will initially<br />

market approximately 30 products across<br />

multiple therapeutic areas. Meanwhile,<br />

Pfizer and Shanghai-based Hisun Pharmaceutical<br />

have advanced plans for a joint<br />

venture to commercialize off-patent drugs<br />

in China and other markets. Pfizer will own<br />

49% of its joint venture with Hisun and invest<br />

$295 million in it. Merck will own 51%<br />

of its joint venture with Supera. Financial<br />

details of that deal were not disclosed. —RM<br />

LANXESS INVESTS IN<br />

SUCCINIC ACID MAKER<br />

Biobased succinic acid producer BioAmber<br />

has raised $30 million in a third round<br />

of venture funding. Current investors<br />

including Naxos Capital and Mitsui & Co.<br />

contributed $20 million. Specialty chemical<br />

firm Lanxess invested $10 million and<br />

will receive a seat on BioAmber’s board.<br />

Lanxess owns a site in Ontario that will<br />

house BioAmber’s first commercial-scale<br />

Lanxess will host BioAmber at this plant in<br />

Sarnia, Ontario.<br />

succinic acid plant. In addition, the firms<br />

are working to develop plasticizers based<br />

on succinic acid. Last November, BioAmber<br />

filed for an initial public offering of<br />

stock worth up to $150 million. — MMB<br />

FDA ADVISERS CLEAR<br />

VIVUS OBESITY DRUG<br />

Shares of the Mountain View, Calif.-based<br />

biotech firm Vivus nearly doubled last<br />

week after an FDA advisory committee<br />

recommended approval of its obesity pill<br />

Qnexa. In October 2010, FDA rejected<br />

Qnexa over concerns about the risk of cardiovascular<br />

events and birth defects. Last<br />

year, Vivus resubmitted its application for<br />

Qnexa, which combines the already approved<br />

drugs topiramate and phentermine,<br />

to include a postapproval monitoring strategy.<br />

FDA still has to give a final decision on<br />

the drug, but approval is “pretty much a<br />

done deal,” says Cowen & Co. stock analyst<br />

Simos Simeonidis. — LJ<br />

BUSINESS<br />

ROUNDUP<br />

CODEXIS’ CEO, Alan<br />

Shaw, has resigned from<br />

the company to pursue<br />

other interests. Peter<br />

Strumph, head of the<br />

industrial biotechnology<br />

firm’s pharmaceuticals<br />

business, is filling the role<br />

on an interim basis while<br />

Codexis searches for a<br />

new CEO.<br />

BASF has opened an<br />

industrial biotechnology<br />

and microbiology<br />

research center in Tarrytown,<br />

N.Y. Scientists<br />

at the lab will develop<br />

improved biotech production<br />

processes and antimicrobials<br />

that are active<br />

against biofilms.<br />

JSR has opened an R&D<br />

center for liquid-crystaldisplay<br />

raw materials in<br />

central Taiwan. Built at<br />

a cost of $15 million, the<br />

facility will provide a full<br />

range of materials development<br />

support capabilities<br />

to Taiwan’s display<br />

manufacturers, JSR says.<br />

MOMENTIVE Specialty<br />

Chemicals plans to close<br />

its phenolic resins plant in<br />

Pardubice, Czech Republic.<br />

About 20 employees<br />

will be laid off when the<br />

site closes on June 30.<br />

Momentive plans to<br />

transfer products made<br />

in Pardubice to other<br />

locations.<br />

SIGMA-ALDRICH has<br />

licensed Kyoto University’s<br />

induced pluripotent<br />

stem cell patent portfolio.<br />

The company will offer<br />

iPS-based cells, assays,<br />

and ADME/toxicology<br />

testing services for drug<br />

discovery and preclinical<br />

research.<br />

MORRIA Biopharmaceuticals<br />

has signed on<br />

Scynexis as chemical<br />

development and production<br />

partner for its anti-inflammatory<br />

drug MRX-4,<br />

which is being developed<br />

to treat allergic rhinitis.<br />

Morria says Scynexis has<br />

already improved its original<br />

synthesis of MRX-4.<br />

LIGAND Pharmaceuticals<br />

has licensed rights to<br />

DARA, a compound it acquired<br />

in its 2008 acquisition<br />

of Pharmacopeia, to<br />

Retrophin for $1 million<br />

in cash and potential<br />

payments of more than<br />

$75 million. Retrophin<br />

plans to develop DARA for<br />

rare nephropathies and<br />

other indications.<br />

JUBILANT Biosys will<br />

provide medicinal chemistry,<br />

electrophysiology,<br />

and other services to<br />

Mnemosyne Pharmaceuticals<br />

under a drug<br />

discovery collaboration.<br />

Jubilant says the pact will<br />

involve its scientists in<br />

Pennsylvania and India.<br />

GLAXOSMITHKLINE<br />

will license Galapagos ’ investigational<br />

compound,<br />

GLPG0778, and a backup<br />

compound, GLPG0555.<br />

Both were discovered<br />

and developed through<br />

an immunoinflammatory<br />

alliance between the two<br />

firms. Galapagos could<br />

receive more than $45<br />

million in milestone payments<br />

and royalties from<br />

GSK on the compounds.<br />

WWW.CEN-ONLINE.ORG 19 FEBRUARY <strong>27</strong>, <strong>2012</strong>


BUSINESS<br />

CHEMICAL FIRMS<br />

SUSTAIN INVESTMENTS<br />

Expecting muted economic growth, chemical makers plan<br />

MODEST INCREASES in R&D and capital spending this year<br />

MARC S. REISCH , C&EN NORTHEAST NEWS BUREAU<br />

CABOT CORP.<br />

CHEMICAL COMPANIES plan to increase<br />

spending on research and equipment this<br />

year but at a slower pace than they did last<br />

year. Concerned over the sovereign debt<br />

crisis in Europe, a weak economic recovery<br />

in the U.S., and a slowdown in the pace of<br />

growth in Asia, many chemical executives<br />

are tempering their future-oriented spending<br />

plans, according to C&EN’s annual<br />

survey.<br />

Seventeen U.S.-based firms say they will<br />

boost spending on new plants and equipment<br />

by 14.1% this year to a combined<br />

$13.0 billion. The increase marks a more<br />

modest uptick in capital expenditures<br />

compared with last year’s hefty rise of<br />

31.2% to $11.4 billion.<br />

Nonetheless, this<br />

year will mark the<br />

third annual spending<br />

increase after<br />

2009, when investment<br />

sank during the<br />

Great Recession.<br />

Eight U.S.-based<br />

firms report they will<br />

lift their research<br />

spending by 3.0% in<br />

<strong>2012</strong> to a combined<br />

$4.4 billion. The<br />

increase follows an<br />

8.5% budget boost in<br />

2011 to $4.3 billion<br />

and points to the continued<br />

importance of<br />

R&D for the group.<br />

Even the recession<br />

did not interrupt the<br />

companies’ support<br />

for this important<br />

discovery activity.<br />

According to<br />

C&EN’s survey, the<br />

overall forecast for<br />

future-oriented<br />

spending continues<br />

to be bright. For the<br />

eight firms— Cabot ,<br />

CAPITAL PROJECTS Spending will rise in <strong>2012</strong> for the third year in a row,<br />

reaching 6.8% of sales.<br />

$ Billions<br />

12<br />

10<br />

8<br />

6<br />

4<br />

4<br />

2002 03 04 05 06 07 08 09 10 11 12 2002 03 04 05 06 07 08 09 10 11 12<br />

NOTE: Values are for 14 chemical firms listed in the table on page 21. Excludes Ashland, Celanese, and<br />

Huntsman Corp. because 10 years of data are not available. SOURCES: C&EN surveys and estimates<br />

RESEARCH TRAJECTORY R&D spending is on an upward track but will<br />

stay steady as a percentage of sales.<br />

$ Billions<br />

5<br />

■ Current<br />

■ Constant 2002<br />

4<br />

3<br />

2<br />

2002 03 04 05 06 07 08 09 10 11 12<br />

% of sales<br />

8<br />

% of sales<br />

5<br />

2<br />

2002 03 04 05 06 07 08 09 10 11 12<br />

NOTE: Values are for eight chemical firms listed in the table on page 21.<br />

SOURCES: C&EN surveys and estimates, White House Office of Management & Budget<br />

WWW.CEN-ONLINE.ORG 20 FEBRUARY <strong>27</strong>, <strong>2012</strong><br />

4<br />

3<br />

7<br />

6<br />

5<br />

QUALITY WATCH A Cabot technician<br />

supervises extractions to determine<br />

product purity levels.<br />

Cytec Industries , Dow Chemical , DuPont ,<br />

FMC Corp., W.R. Grace , Lubrizol , and<br />

NewMarket —that supplied both capital<br />

spending and R&D data, combined budgets<br />

in <strong>2012</strong> will increase 4.4% to $10.3 billion.<br />

Their combined budgets rose 19.2% and<br />

19.6% in 2010 and 2011, respectively, after<br />

plummeting 18.8% in 2009.<br />

The ratio of investment in new production<br />

facilities to investment in research<br />

is higher for the third consecutive year.<br />

Budgets for <strong>2012</strong> shuttle 57.4% of funds to<br />

capital projects, up from 56.8% in 2011 and<br />

52.4% in 2010. The high for the decade was<br />

60.9% in 2008, and the low was 49.8% in<br />

2009, when managers hit the capital spending<br />

brakes during the Great Recession.<br />

R&D funding generally doesn’t fluctuate<br />

as much as capital funding does. So when<br />

the economic outlook is up, capital spending<br />

rises and a proportionately smaller<br />

share of futureoriented<br />

budgets<br />

goes to research. This<br />

year, 42.6% of futureoriented<br />

spending is<br />

targeted at research,<br />

down from 43.2% in<br />

2011. The decade’s<br />

high was 50.2% in<br />

2009 when, despite<br />

the recession, surveyed<br />

companies<br />

increased R&D budgets.<br />

The low was<br />

39.1% in 2008.<br />

Budgets can change<br />

over time, and they<br />

did just that in 2011.<br />

Companies surveyed<br />

last <strong>February</strong> (C&EN,<br />

Feb. 21, 2011, page 19)<br />

predicted they would<br />

increase 2011 research<br />

expenditures by 2.8%,<br />

but the companies in<br />

this year’s group say<br />

they actually hiked<br />

spending by 8.5%.<br />

Similarly, those in last<br />

year’s survey expected<br />

to step up 2011 capital<br />

spending by 26.5%.


RESEARCH COSTS<br />

On average, eight chemical firms plan a modest 3.0% rise in spending<br />

ACTUAL PLANNED<br />

CHANGE<br />

R&D SPENDING<br />

PLANNED<br />

AS % OF SALES<br />

$ MILLIONS 2006 2007 2008 2009 2010 2011 a 2011 b <strong>2012</strong> c 2010–11 d 2011–12 e 2010 2011 f<br />

Cabot g $58 $69 $74 $71 $70 $70 $66 $66 -5.7% 0.0% 2.4% 2.1%<br />

Cytec Industries 74 76 82 75 73 83 85 87 16.4 2.4 2.7 2.8<br />

Dow Chemical h 1,164 1,305 1,310 1,492 1,660 1,700 1,646 1,700 -0.8 3.3 3.1 2.7<br />

DuPont 1,302 1,338 1,393 1,378 1,651 1,700 1,956 2,000 18.5 2.2 5.2 5.2<br />

FMC Corp. 97 95 94 93 101 101 105 110 4.0 4.8 3.2 3.1<br />

W.R. Grace 64 80 83 70 60 na 69 70 15.0 1.4 2.2 2.1<br />

Lubrizol 206 219 221 212 226 228 232 247 2.7 6.5 4.2 3.8<br />

NewMarket 70 77 82 86 91 na 106 111 16.5 4.7 5.1 4.9<br />

TOTAL $3,035 $3,259 $3,339 $3,477 $3,932 $4,265 $4,391 8.5% 3.0% 3.8% 3.6%<br />

ANNUAL CHANGE 2.5% 7.4% 2.5% 4.1% 13.1% 8.5% 3.0%<br />

a <strong>February</strong> 2011 estimate. b <strong>February</strong> <strong>2012</strong> estimate. c Budget for <strong>2012</strong>. d Actual 2010 to <strong>February</strong> <strong>2012</strong> estimate. e <strong>February</strong> <strong>2012</strong> estimate to <strong>2012</strong> budget. f <strong>February</strong> <strong>2012</strong> estimate<br />

as a percentage of estimated 2011 sales. g Fiscal year ends Sept. 30. h Acquired Rohm and Haas in 2009. na = not available. SOURCE: C&EN surveys<br />

Those in this year’s group<br />

say they actually boosted<br />

spending by 31.2%.<br />

Of the 17 firms polled<br />

for their <strong>2012</strong> capital<br />

spending plans, 15 expect<br />

to increase spending,<br />

and two say they will<br />

make cuts. This compares<br />

with 16 that expanded<br />

budgets in 2011<br />

and one that made cuts.<br />

Cytec Industries<br />

plans to nearly double<br />

capital outlays to add capacity<br />

for its engineered<br />

materials and process<br />

separations businesses.<br />

Projects include increasing<br />

capacity to supply<br />

carbon-fiber composites<br />

used in aerospace applications.<br />

The firm is<br />

also spending $125 million<br />

to double capacity<br />

at its Welland, Ontario,<br />

site for phosphine gas<br />

and derivatives used in<br />

electronics, mineral processing,<br />

and agricultural fumigation.<br />

Ashland expects to increase capital outlays<br />

by 74.1% to $350 million in <strong>2012</strong>. In a<br />

meeting with analysts in November 2011,<br />

Lamar M. Chambers, chief financial officer,<br />

explained that the acquisition of International<br />

Specialty Products at the end of<br />

August and “numerous projects we’re now<br />

pursuing” are behind the firm’s increased<br />

spending. He added that he expects Ashland<br />

to continue to spend roughly $350 million<br />

in each of the next two years to take advantage<br />

of “strong growth dynamics” in the<br />

company’s specialty ingredients business.<br />

CAPITAL INVESTMENTS<br />

On average, 17 chemical firms plan to boost spending by 14.1% this year<br />

PLANNED ACTUAL PLANNED CHANGE<br />

$ MILLIONS 2006 2007 2008 2009 2010 2011 a 2011 b <strong>2012</strong> c 2010–11 d 2011–12 e<br />

Air Products f $1,261 $1,055 $1,085 $1,179 $1,031 $1,450 $1,352 $1,700 31.1% 25.7%<br />

Albemarle 100 99 100 101 76 140 198 300 160.5 51.5<br />

Ashland f,g 175 154 205 174 206 na 201 350 -2.4 74.1<br />

Cabot f 188 141 199 106 108 250 230 225 113.0 -2.2<br />

Celanese 244 306 267 167 201 325 349 375 73.6 7.4<br />

Cytec Industries 103 115 196 194 116 180 117 225 0.9 92.3<br />

Dow Chemical h 1,775 2,075 2,<strong>27</strong>6 1,410 2,130 2,400 2,687 2,500 26.2 -7.0<br />

DuPont i 1,532 1,585 1,978 1,378 1,508 1,800 1,843 2,100 22.2 13.9<br />

FMC Corp. 116 115 175 93 142 160 190 250 33.8 31.6<br />

H.B. Fuller 20 21 20 23 36 40 36 40 0.3 11.1<br />

W.R. Grace 119 137 132 94 113 145 142 150 25.7 5.6<br />

Huntsman Corp. 550 665 418 189 236 na 3<strong>27</strong> 425 38.6 30.0<br />

Lubrizol 131 183 203 140 176 310 352 410 100.0 16.5<br />

NewMarket 26 31 32 38 34 na 54 65 58.8 20.4<br />

Praxair 1,100 1,376 1,611 1,352 1,388 1,650 1,797 2,300 29.5 28.0<br />

Solutia 106 150 84 44 66 125 105 150 59.1 42.9<br />

3M 1,168 1,422 1,471 903 1,091 1,300 1,379 1,400 26.4 1.5<br />

TOTAL $8,714 $9,630 $10,452 $7,585 $8,658 $11,359 $12,965 31.2% 14.1%<br />

ANNUAL CHANGE 20.9% 10.5% 8.5% -<strong>27</strong>.4% 14.1% 31.2% 14.1%<br />

a <strong>February</strong> 2011 estimate. b <strong>February</strong> <strong>2012</strong> estimate. c Budget for <strong>2012</strong>. d Actual 2010 to <strong>February</strong> <strong>2012</strong> estimate. e <strong>February</strong> <strong>2012</strong> estimate<br />

to <strong>2012</strong> budget. f Fiscal year ends Sept. 30. g Acquired Hercules in 2008 and International Specialty Products in 2011. h Acquired Rohm and<br />

Haas in 2009. i Acquired Danisco in May 2011. na = not available. SOURCE: C&EN surveys<br />

Albemarle has slated a 51.5% increase in<br />

capital spending. Projects include a polyolefin<br />

catalyst expansion in South Korea and<br />

the construction of a facility in Saudi Arabia<br />

with joint-venture partner Saudi Basic Industries<br />

Corp. to make triethylaluminum, a<br />

Ziegler-Natta cocatalyst used in polyethylene<br />

production. The firm also has a bromine<br />

expansion under way at its Jordan Bromine<br />

joint venture with Arab Potash.<br />

C&EN predicts that the survey group’s<br />

capital spending as a percentage of sales<br />

will be 6.8% this year, the high for the past<br />

10 years and up from 6.3% in 2011. The<br />

WWW.CEN-ONLINE.ORG 21 FEBRUARY <strong>27</strong>, <strong>2012</strong><br />

estimate assumes group sales will increase<br />

3.0% in <strong>2012</strong>. The 10-year low occurred in<br />

2004 when the group spent just 4.6% of<br />

sales.<br />

OF THE EIGHT FIRMS that provided their<br />

R&D spending forecasts, seven plan increases<br />

and one plans no change. Last year,<br />

six pushed up spending, and two cut back.<br />

Lubrizol plans the largest R&D percentage<br />

increase, 6.5%, among the group in <strong>2012</strong>.<br />

Some of the increase will go to advancing<br />

lubricant additive research in the U.S., the<br />

U.K., China, Japan, and India, where the


BUSINESS<br />

firm has been upgrading its labs. Lubrizol<br />

was purchased in September 2011 by Berkshire<br />

Hathaway, a conglomerate controlled<br />

by billionaire investor Warren Buffett.<br />

FMC is slating a nearly 5% increase in<br />

R&D spending this year. The firm plans to<br />

direct funds across its product lines, which<br />

include agricultural chemicals, specialty<br />

chemicals such as lithium for car batteries,<br />

and industrial products. NewMarket, the<br />

parent of fuel additives maker Ethyl and<br />

lubricant oil additives maker Afton Chemical,<br />

also plans a nearly 5% increase in R&D.<br />

BASF , the chemical industry’s largest<br />

R&D spender in absolute terms, is not in<br />

this year’s survey because it provided its<br />

R&D spending plans too close to C&EN<br />

press time to be included in the analysis.<br />

However, it plans to spend nearly $2.4 billion<br />

on research this year, up 5.9% compared<br />

with 2011. The rate at which BASF plans to<br />

increase spending is more than twice that<br />

of the largest R&D spender in the survey,<br />

DuPont, which plans a 2.2% increase to $2.0<br />

billion. A BASF spokesman explains that the<br />

firm continues to increase R&D spending as<br />

it emphasizes growth through innovation.<br />

Other surveys of spending plans also find<br />

that chemical makers are cautiously increasing<br />

future-oriented investments. According<br />

to the economics and statistics department<br />

of the industry group American Chemistry<br />

Council (ACC), high energy prices, the debt<br />

crisis in Europe, a slowdown in economic<br />

growth in China, and last year’s earthquake<br />

in Japan all contributed to a global soft patch<br />

centered in manufacturing.<br />

In the future, ACC economists say, developed<br />

nations will continue to grow slowly<br />

while emerging markets grow more rapidly<br />

because of industrialization and consumerdriven<br />

demand. As a result, 90% of yearover-year<br />

increases in chemical industry<br />

capital spending will be directed to emerging<br />

markets between now and 2016.<br />

The trade association’s fall survey<br />

of the chemistry enterprise found that<br />

global capital spending by chemical firms<br />

increased 10.0% to $511 billion in 2011 and<br />

should rise 9.0% to $557 billion in <strong>2012</strong>. By<br />

2016, ACC predicts, the global industry’s<br />

capital spending will reach more than<br />

$800 billion.<br />

In the U.S., ACC’s survey found, capital<br />

spending rose 7.0% in 2011 to $29.4 billion,<br />

and it will rise an additional 7.3% this year<br />

to $31.5 billion. Much of the spending will<br />

go toward replacing worn-out plants and<br />

equipment. Moving ahead, the economists<br />

say, the development of shale gas will be a<br />

game changer that will lead to new investments<br />

in petrochemicals and derivatives.<br />

When it comes to R&D, ACC’s survey<br />

found that U.S. chemical firms increased<br />

R&D budgets by 3.5% in 2011 to $57.4 billion<br />

and plan to increase spending another<br />

4.0% in <strong>2012</strong> to $59.7 billion. The survey<br />

includes pharmaceutical research spending,<br />

which the group says will rise at a faster<br />

pace than nonpharmaceutical spending.<br />

TAKING A GLOBAL perspective, the “<strong>2012</strong><br />

Global R&D Funding Forecast,” put together<br />

by R&D Magazine and the nonprofit<br />

research group Battelle , predicts that<br />

worldwide R&D spending by all industries<br />

will grow 5.2% in <strong>2012</strong> to $1.4 trillion. Asian<br />

countries, according to the report, are leading<br />

the growth with an 8.6% increase in<br />

spending. European R&D will grow by 3.5%,<br />

and U.S. spending will rise 2.1%.<br />

TECHNOLOGY<br />

R&D In Emerging Countries Comes With Risks And Rewards<br />

As chemical firms increased their R&D<br />

spending over the past decade, many of<br />

them enlarged their research capabilities<br />

in developing countries. Those overseas<br />

investments have helped companies gain<br />

market share and increase profits, but<br />

they are not without risk.<br />

Dow Chemical has about 900 people<br />

working in R&D labs in Asia, with the largest<br />

contingent, roughly 500 people, in<br />

Shanghai. Having experts on the ground<br />

in a region that has become a manufacturing<br />

powerhouse means Dow can better<br />

contour products for the local market, according<br />

to William F. Banholzer, the firm’s<br />

chief technology officer (CTO). “You can’t<br />

solve Asian customers’ problems from<br />

the U.S.,” he says.<br />

Just about all of Dow’s researchers in<br />

China are native to the region. Their familiarity<br />

with local markets has helped Dow<br />

develop coatings materials, for instance,<br />

that reduce airborne formaldehyde, a<br />

lung irritant and probable carcinogen that<br />

is still widely used in industrial processes<br />

in China.<br />

Banholzer acknowledges that he worries<br />

about intellectual property (IP) theft<br />

in developing countries in which legal protections<br />

may not be as robust as in more<br />

developed ones. But he points out that<br />

IP theft occurs in developed countries<br />

too. For instance, Kexue Huang, a Dow<br />

researcher who was based in Indianapolis,<br />

recently pleaded guilty in a U.S. court to<br />

stealing Dow technology for making the<br />

insecticide Spinosad (C&EN, Sept. 26,<br />

2011, page 7).<br />

The best way for a company to protect<br />

itself, Banholzer says, is to make sure it<br />

has patent protection. Yakov Kutsovsky,<br />

Cabot’s CTO, agrees. “We made a conscious<br />

decision to patent our products in<br />

China,” Kutsovsky says. The commitment<br />

will go a long way to developing robust<br />

patent protection for all companies operating<br />

in China, including Chinese firms,<br />

he says.<br />

A smaller company than Dow, Cabot<br />

has 50 technical service employees at its<br />

Shanghai research center who tweak the<br />

firm’s product line to suit the needs of<br />

customers in China. Having such a team<br />

on the ground in the country is “a major<br />

competitive advantage,” Kutsovsky says.<br />

Although Cabot has not had any IP stolen,<br />

Kutsovsky says, the company takes<br />

a number of precautions in developing<br />

countries. For one, the firm takes steps<br />

to earn employee loyalty and keep turnover<br />

low. It also has protocols in place to<br />

safeguard information when it works with<br />

third parties. And it brings in critical technology<br />

from Europe and the U.S. only on<br />

an as-needed basis—and only with appropriate<br />

security precautions, he says.<br />

Like Dow, DuPont has a large contingent<br />

in developing countries. Combined,<br />

well over 1,000 researchers work at major<br />

DuPont research installations in Shanghai;<br />

Hyderabad, India; and Paulínia , Brazil,<br />

notes DuPont CTO Douglas Muzyka.<br />

These centers develop products for local<br />

markets and act as hubs connected to<br />

DuPont’s global R&D infrastructure.<br />

In China, for instance, local researchers<br />

developed a composite material strengthened<br />

with DuPont’s Kevlar p -aramid fiber<br />

WWW.CEN-ONLINE.ORG 22 FEBRUARY <strong>27</strong>, <strong>2012</strong>


The data, which include government<br />

R&D spending, indicate that U.S. federal<br />

government research spending will slip<br />

1.6% in <strong>2012</strong>. However, academic funding<br />

will rise 2.9%, and industrial outlays will<br />

increase by 3.8%.<br />

Published in December 2011, the report<br />

takes note of the rising share of global R&D<br />

by China and India. Although the U.S. continues<br />

to lead other countries by performing<br />

almost one-third of global R&D, Asian<br />

countries as a group fund 36.7% of it. China<br />

has rapidly increased its share from 12.0%<br />

in 2010 to an expected 14.2% in <strong>2012</strong>, and<br />

India’s share has grown from 2.6% to 2.9%.<br />

Over the same time period, the U.S. share<br />

has slipped from 32.8% to 31.1%.<br />

Another annual survey takes into account<br />

research attitudes among a variety<br />

of medium-sized to large U.S. industrial<br />

companies. According to the Industrial<br />

Research Institute ’s (IRI) “<strong>2012</strong> R&D<br />

Trends Forecast,” 41% of 104 respondents<br />

plan a 2.5% or greater increase in R&D<br />

spending, about 53% plan to hold spending<br />

at about the same level, and 6% plan to<br />

make cuts.<br />

R&D managers who responded to the<br />

survey during the summer of 2011 “revealed<br />

steady optimism regarding their<br />

budget outlook,” says Richard R. Antcliff,<br />

chair of IRI’s research-on-research team.<br />

As a result, “R&D hiring remains positive,”<br />

he notes, “with an intensified focus on retaining<br />

top technical talent.”<br />

Weighing heavily on the minds of R&D<br />

leaders are ways to effectively manage innovation.<br />

Aware that their efforts are often<br />

the catalysts for prosperity and growth,<br />

many leaders are concerned about “showing<br />

the payoff on innovation to win senior<br />

management support and finding the right<br />

balance of technology and innovation investments,”<br />

Antcliff writes in the trends<br />

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New products like this one helped Du-<br />

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than 80%, to $3.3 billion, between<br />

2009 and 2011.<br />

“We are concerned about the environment<br />

for patent protection in developing<br />

countries,” Muzyka tells C&EN.<br />

But “IP challenges exist in both the developed<br />

and the developing world.” Du-<br />

Pont has had to deal with a number of<br />

well-publicized IP theft cases in the U.S.<br />

The most recent one involved charges<br />

that five people, including two former<br />

DuPont employees and an employee<br />

of a Chinese firm, stole DuPont trade<br />

secrets for producing the white pigment<br />

titanium dioxide (C&EN, Feb. 13,<br />

page 7).<br />

Muzyka, who spent four years as<br />

president of DuPont China, concedes<br />

that operating in China has its IP challenges.<br />

“You have to manage IP security<br />

the best way you can,” he says. But<br />

Muzyka cautions that “companies that<br />

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WWW.CEN-ONLINE.ORG 23 FEBRUARY <strong>27</strong>, <strong>2012</strong>


BUSINESS<br />

ANEMIC DEMAND<br />

SLOWS EARNINGS<br />

CUSTOMER DESTOCKING returned in the fourth quarter,<br />

squeezing chemical company profit margins<br />

MELODY M. BOMGARDNER , C&EN NORTHEAST NEWS BUREAU<br />

U.S. CHEMICAL EXECUTIVES blamed<br />

macroeconomic forces and seasonal slowness<br />

for a lackluster fourth quarter of 2011.<br />

At the 20 firms tracked by C&EN, sales<br />

grew an average of 9.3%, and earnings<br />

drifted up 4.2% compared with the yearago<br />

quarter. The sector with the strongest<br />

showing was agriculture, where the fertilizer<br />

companies CF Industries and Mosaic<br />

saw earnings soar 119.5% and 36.5%, respectively.<br />

Without those results, the other 18<br />

firms’ combined earnings declined almost<br />

10% year-over-year.<br />

Dow Chemical, the largest U.S. chemical<br />

firm by revenue, had the steepest decline<br />

in earnings for the quarter, down 46.3% to<br />

$289 million. Dow Chief Executive Officer<br />

Andrew N. Liveris tried to explain the poor<br />

performance as he led off a conference<br />

call with investors. “The fourth quarter<br />

presented our industry with a challenging<br />

operating environment,” he said. “New uncertainty<br />

was driven mostly by the sovereign<br />

debt issues in Western Europe, coupled with<br />

traditional seasonality. It led to substantial<br />

destocking across supply chains, as customers<br />

reduced inventories prior to year end.”<br />

Midway through the quarter, demand<br />

for Dow’s products was so weak that it<br />

became expensive to run plants at the<br />

needed operating rates, which had declined<br />

to 69% from 89% earlier in the<br />

year. Dow aggressively shifted its pricing<br />

strategy to push volume out the door, according<br />

to Laurence Alexander, chemicals<br />

analyst at the investment firm Jefferies<br />

& Co. “As a result, operating rates rose to<br />

76% in December. This resulted in lower<br />

margins across segments: most notably<br />

in coatings and infrastructure solutions,<br />

and performance materials,” he wrote in a<br />

note to investors. Dow’s profit margin for<br />

the quarter narrowed to 2.1% from 3.9% in<br />

the fourth quarter of 2010.<br />

DuPont also saw skinny margins in the<br />

CHEMICAL INDUSTRY 2011 Fourth-quarter results: Sales grew 9.3%, earnings increased 4.2%, and profit margin shrank<br />

to 7.0% from 7.4%<br />

% change from year-earlier quarter<br />

30 Sales<br />

20<br />

10<br />

% change from year-earlier quarter After-tax earnings as % of sales<br />

180 Earnings<br />

10 Profit margin<br />

150<br />

8<br />

120<br />

6<br />

90<br />

4<br />

60<br />

30<br />

2<br />

0<br />

2010 2011<br />

0<br />

2010 2011<br />

0<br />

2010 2011<br />

NOTE: All sales, earnings, and profit margin data are based on chemical companies listed on page 26.<br />

TOP 10 RANKINGS<br />

Chemical industry leaders for fourth-quarter 2011<br />

RANK<br />

2011 ($ MILLIONS)<br />

SALES EARNINGS PROFITABILITY<br />

RANK<br />

RANK<br />

2010 ($ MILLIONS) 2010<br />

EARNINGS AS<br />

% OF SALES<br />

1 Dow Chemical $14,097 1 Mosaic $624 4 CF Industries 25.6% nl<br />

2 DuPont 8,425 2 CF Industries 439 nl Mosaic 20.7 5<br />

3 PPG Industries 3,517 3 Praxair 414 3 Sigma-Aldrich 17.7 1<br />

4 Mosaic 3,015 4 DuPont 325 2 Praxair 14.8 2<br />

5 Praxair 2,796 5 Air Products 292 5 Albemarle 14.0 3<br />

6 Huntsman Corp. 2,632 6 Dow Chemical 289 1 FMC Corp. 12.3 8<br />

7 Air Products 2,423 7 PPG Industries 216 6 Air Products 12.1 4<br />

8 Ashland 1,930 10 FMC Corp. 112 13 Solutia 10.5 nl<br />

9 Eastman Chemical 1,723 9 Sigma-Aldrich 108 10 W.R. Grace 7.0 11<br />

10 CF Industries 1,718 nl Eastman Chemical 100 9 PPG Industries 6.1 12<br />

RANK<br />

2010<br />

NOTE: Based on the companies listed on page 26. nl = not listed.<br />

WWW.CEN-ONLINE.ORG 24 FEBRUARY <strong>27</strong>, <strong>2012</strong>


fourth quarter. Although sales grew 13.8%,<br />

earnings fell by 29.8% to $325 million. CEO<br />

Ellen J. Kullman blamed the weaker earnings<br />

on a higher tax rate in 2011. To explain<br />

low volume growth, she pointed to cautious<br />

customers rather than slow economic<br />

growth. Kullman reminded analysts in a<br />

conference call last month that the company<br />

had already revised its guidance in<br />

December, when it warned about “market<br />

softness in electronics and customers’<br />

conservative year-end cash management<br />

with further destocking in the polymer and<br />

industrial supply chains.”<br />

Meanwhile, both executives said the end<br />

of the year was unusually good for their<br />

agriculture businesses, thanks to strong<br />

demand from Latin America. Dow’s seed<br />

business enjoyed a sales increase of 22%<br />

compared with the year-ago quarter. Du-<br />

Pont’s sales of seeds and agricultural chemicals<br />

increased 8% in the quarter and 23% in<br />

the second half of 2011. In a note to clients,<br />

Deutsche Bank analyst David Beg leiter said<br />

DuPont’s strong finish in Latin America was<br />

unexpected and helped the company beat<br />

consensus expectations for the quarter.<br />

THE SAME WAVE from the Southern<br />

Hemisphere buoyed FMC Corp.’s results<br />

in the fourth quarter. The company’s sales<br />

of agricultural chemicals grew 22% in Latin<br />

America on strong demand in Brazil and<br />

new product introductions from a joint<br />

venture in Argentina. FMC also benefited<br />

from demand for its industrial chemicals,<br />

especially from overseas buyers of soda<br />

ash. In addition, the firm profited from<br />

higher prices for peroxygens, after it shifted<br />

its product mix toward specialty peroxygens.<br />

Overall, FMC saw the second-highest<br />

growth in earnings of the companies<br />

tracked by C&EN, up 40.0% to $112 million.<br />

In contrast, the destocking in the polymer<br />

supply chain that plagued DuPont was<br />

also evident at Albemarle. Slack volumes<br />

for the firm’s polymer additives resulted in<br />

5% lower sales, despite higher prices. Otherwise<br />

the firm had a strong quarter, raising<br />

sales and earnings by 17% apiece compared<br />

with the fourth quarter of 2010. Higher<br />

prices boosted sales of catalysts 25% in the<br />

quarter. Both prices and volumes increased<br />

in Albemarle’s fine chemicals segment.<br />

Industrial gas customers made the fourth<br />

quarter a good one at Praxair. In North<br />

America, sales increased 7%, which the firm<br />

attributed to growth in the manufacturing,<br />

energy, chemicals, and metals markets.<br />

Higher sales of specialty coatings for aviation<br />

and oil and gas drilling applications also<br />

contributed to earnings growth of 6.7%.<br />

But at industrial gases rival Air Products<br />

& Chemicals, seasonality in electronics,<br />

performance materials, and merchant<br />

gases pushed sales in the segment down by<br />

7%, which was just about offset by higher<br />

volumes in tonnage gases caused by the<br />

opening of new plants. Overall, earnings<br />

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slipped by a little more than 1% compared<br />

with the year-ago quarter. “As we expected,<br />

economic growth continued to slow this<br />

quarter, depressing volumes and limiting<br />

earnings growth,” commented Air Products<br />

CEO John E. McGlade.<br />

At Celanese, earnings declined 6.8% in<br />

the quarter due in part to slow sales in Europe.<br />

“This led to a sharp inventory destock-<br />

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WWW.CEN-ONLINE.ORG 25 FEBRUARY <strong>27</strong>, <strong>2012</strong>


BUSINESS<br />

CHEMICAL RESULTS<br />

A slow fourth quarter dragged down earnings at several big chemical firms<br />

FOURTH-QUARTER 2011 FULL-YEAR 2011<br />

SALES EARNINGS a CHANGE FROM 2010 PROFIT MARGIN b SALES EARNINGS a CHANGE FROM 2010 PROFIT MARGIN b<br />

($ MILLIONS) SALES EARNINGS 2011 2010 ($ MILLIONS) SALES EARNINGS 2011 2010<br />

Air Products $2,423 $292 1.3% -1.4% 12.1% 12.4% $10,004 $1,258 8.2% 6.3% 12.6% 12.8%<br />

Albemarle 707 99 16.9 16.5 14.0 14.0 2,869 436 21.4 32.9 15.2 13.9<br />

Ashland 1,930 95 34.7 31.9 4.9 5.0 7,000 -13 -16.9 def nm 3.4<br />

Cabot 762 40 9.8 -37.5 5.2 9.2 3,268 206 13 21.9 6.3 5.8<br />

Celanese 1,614 96 7.1 -6.8 5.9 6.8 6,763 606 14.3 42.3 9.0 7.2<br />

CF Industries 1,718 439 38.8 119.5 25.6 16.2 6,098 1,539 53.8 341.0 25.2 8.8<br />

Cytec Industries 731 40.3 4.4 16.5 5.5 4.9 3,073 179 11.8 20.1 5.8 5.4<br />

Dow Chemical 14,097 289 2.4 -46.3 2.1 3.9 59,985 2,959 11.8 30.8 4.9 4.2<br />

DuPont 8,425 325 13.8 -29.8 3.9 6.3 37,961 3,710 20.5 22.4 9.8 9.6<br />

Eastman Chemical 1,723 100 17.8 -3.8 5.8 7.1 7,178 652 22.9 26.8 9.1 8.8<br />

FMC Corp. 909 112 12.1 40.0 12.3 9.9 3,378 429 8.4 18.8 12.7 11.6<br />

H.B. Fuller 437 26 21.4 18.2 5.9 6.1 1,558 89 14.9 25.4 5.7 5.2<br />

W.R. Grace 826 58 19.2 28.9 7.0 6.5 3,212 269 20.1 30.0 8.4 7.7<br />

Huntsman Corp. 2,632 68 9.1 13.3 2.6 2.5 11,221 408 21.3 104.0 3.6 2.2<br />

Mosaic 3,015 624 12.7 36.5 20.7 17.1 11,174 2,341 32.2 86.1 21.0 14.9<br />

PPG Industries 3,517 216 16.9 5.4 6.1 6.1 14,885 1,095 21.4 -48.9 15.2 36.1<br />

Praxair 2,796 414 6.6 6.7 14.8 14.8 11,252 1,666 11.2 12.9 14.8 14.6<br />

Solutia 526 55 7.6 14.6 10.5 9.8 2,097 267 7.5 193.4 12.7 4.7<br />

Sigma-Aldrich 610 108 4.8 14.9 17.7 16.2 2,505 457 10.3 19.0 18.2 16.9<br />

Stepan 444 15 23.0 35.1 3.5 3.2 1,843 73 28.8 7.4 4.0 4.8<br />

TOTAL c $49,842 $3,512 9.3% 4.2% 7.0% 7.4% $207,324 $18,626 14.8% 36.3% 9.0% 7.6%<br />

a After-tax earnings from continuing operations, excluding significant extraordinary and nonrecurring items. b After-tax earnings as a percentage of sales. c Percentages were calculated<br />

from combined sales and earnings. def = deficit. nm = not meaningful.<br />

ing in the company’s acetyl intermediates<br />

segment, as well as a modest impact to volumes<br />

in the advanced engineered materials<br />

segment,” the company told investors.<br />

Volume declines were also evident at<br />

Huntsman Corp., but higher prices for<br />

polyurethanes, performance products,<br />

and pigments more than offset the impact,<br />

raising revenues by 9.1% and earnings<br />

by 13.3% compared with the 2010 fourth<br />

quarter. CEO Peter R. Huntsman described<br />

customer destocking as “aggressive,” but<br />

he assured investors that Huntsman’s businesses<br />

would revive with the improving<br />

global economy.<br />

Meanwhile, the coatings market was a<br />

mixed bag for paint-oriented companies<br />

such as PPG Industries, which reported<br />

flat volumes year-over-year. Sales in<br />

Europe dropped by 1%, but the firm saw<br />

strengthening global demand in markets<br />

including aerospace, automotive manufacturing,<br />

and general industry. Construction<br />

activity in developed regions was still anemic,<br />

PPG told investors. In total, quarterly<br />

revenues increased 16.9%, and earnings<br />

grew by 5.4%.<br />

PPG isn’t likely to see a rebound in U.S.<br />

construction activity for some time. In early<br />

<strong>February</strong>, Federal Reserve Chairman Ben S.<br />

Bernanke included a startling statistic in testimony<br />

to Congress. “Since 2009, the pace<br />

of single-family housing starts has averaged<br />

less than 500,000 units per year. During the<br />

15 years before the financial crisis, the pace<br />

of single-family starts had never fallen below<br />

1 million units per year.”<br />

Bernanke added that declines in home<br />

values may be causing a $200 billion to<br />

$375 billion reduction in annual consumer<br />

spending. On the other hand, in 2011, the<br />

U.S. economy added 160,000 jobs per<br />

month, and the unemployment rate fell by<br />

about 1%. That small advance likely contributed<br />

to higher personal spending in the<br />

fourth quarter. According to the Bureau of<br />

Economic Analysis , consumer spending<br />

increased 2.0% in the fourth quarter, after a<br />

third-quarter increase of 1.7%. Spending on<br />

durable goods increased 14.8%, compared<br />

with an increase of 5.7% in the third quarter.<br />

Overall, the gross domestic product<br />

(GDP) increased by an estimated annual<br />

rate of 2.8% in the fourth quarter.<br />

AS THE U.S. ECONOMY crawled out of the<br />

recession, chemical firms depended on developing<br />

countries such as China and Brazil<br />

to offer strong, consistent growth. But as<br />

2011 drew to a close, that approach began to<br />

look less reliable. In the fourth quarter, Du-<br />

Pont’s Kullman told analysts, “Auto builds<br />

were essentially flat, with gains in the U.S.<br />

and Japan offset by declines in every other<br />

region.” In fact, auto manufacturing in the<br />

U.S. increased 10% in 2011 compared with<br />

2010, according to J.D. Power & Associates ,<br />

a marketing information company. J.D.<br />

Power anticipates 6% growth in <strong>2012</strong>.<br />

While growth in the U.S. economy is<br />

accelerating—albeit from a low base—<br />

China’s staggering rate of growth is abating.<br />

China’s National Bureau of Statistics<br />

reported that the country’s fourth-quarter<br />

GDP growth slowed to 8.9% from 9.1% in<br />

the third quarter.<br />

Overall, chemical executives say they<br />

expect that the flat volumes that dogged<br />

the industry in the fourth quarter will continue<br />

into the spring and possibly even the<br />

summer of <strong>2012</strong>. Anemic sales in Europe<br />

may continue even longer than that. End<br />

markets are expected to stabilize or accelerate<br />

in the second half of <strong>2012</strong>.<br />

PPG CEO Charles E. Bunch told investors<br />

that he expects moderate strengthening<br />

in the U.S. but forecasts that global<br />

growth will remain uneven across regions<br />

and industries. “In the aggregate,<br />

emerging-region growth rates are expected<br />

to remain high compared to developed<br />

regions,” he said, “but more moderate and<br />

erratic than they have been in the past.” ◾<br />

WWW.CEN-ONLINE.ORG 26 FEBRUARY <strong>27</strong>, <strong>2012</strong>


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ASTRAZENECA<br />

IN 2011, PHARMACEUTICAL companies<br />

got a glimpse of their not-too-distant future,<br />

and it isn’t a pretty sight. The level of<br />

annual product sales lost to generic competition<br />

has been rising since 2007, and it<br />

will peak in <strong>2012</strong>.<br />

To overcome the resulting slowdown<br />

in sales and earnings growth, major drug<br />

firms have been shifting their businesses<br />

and drastically cutting R&D programs<br />

and staffing. Their challenge is to make<br />

it through this period, replace lost sales<br />

with new products, and expand into new<br />

regional markets.<br />

The global market for pharmaceuticals<br />

is growing 3–6% annually, according to the<br />

market research firm IMS Health . But most<br />

of the growth is occurring in emerging markets<br />

and not the traditional Western ones<br />

where the big drug companies are based.<br />

Although demand in developed markets<br />

will show some incremental growth, it will<br />

be more than offset by the impact of patent<br />

expirations.<br />

BUSINESS<br />

PHARMA SEES THE<br />

START OF THE END<br />

Amid SLOWING GROWTH in 2011, drugmakers<br />

took steps to prepare for the year ahead<br />

ANN M. THAYER , C&EN HOUSTON<br />

WWW.CEN-ONLINE.ORG 28 FEBRUARY <strong>27</strong>, <strong>2012</strong><br />

ON THE BUS<br />

AstraZeneca<br />

is counting on<br />

emerging markets,<br />

such as China, as<br />

patents expire in<br />

old ones.<br />

These dynamics were reflected in 2011<br />

sales and earnings results for the world’s<br />

major drug firms. Combined 2011 sales for<br />

the 11 companies C&EN tracks rose 3.2% to<br />

about $490 billion. In contrast, sales grew<br />

by double digits in 2010, although some of<br />

this was attributable to mergers.<br />

But combined figures obscure the fact<br />

that some firms got hit much harder than<br />

others by the patent expirations. Rather<br />

than tens of billions of dollars of lost sales<br />

spread around evenly, AstraZeneca , Eli<br />

Lilly & Co ., Pfizer , and Sanofi are bearing<br />

the brunt. They have lost, or will soon lose,<br />

patent protection on some of the industry’s<br />

biggest-selling products. In <strong>2012</strong>, patents<br />

will expire on drugs whose combined annual<br />

sales total more<br />

than $40 billion,<br />

according to IMS<br />

Health.<br />

Among the recent<br />

losses was U.S. patent<br />

protection in<br />

November 2011 on<br />

Pfizer’s cholesterol-lowering drug Lipitor.<br />

During peak years, Lipitor had annual sales<br />

exceeding $12 billion and accounted for<br />

about a quarter of Pfizer’s revenues. The<br />

full effects of the patent loss haven’t yet<br />

been seen, but in the fourth quarter alone<br />

Lipitor sales dropped 24%.<br />

Overall, Pfizer lost about $5 billion in<br />

revenues in 2011 from expiring patents.<br />

The company fought back by reaching its<br />

$4 billion cost-reduction target associated<br />

with the integration of Wyeth, purchased<br />

in late 2009, one year earlier than anticipated.<br />

Pfizer is also considering divesting<br />

its animal health and nutrition businesses,<br />

which would occur between July <strong>2012</strong> and<br />

July 2013 if it decides to move ahead.<br />

Pfizer reduced its sales forecast for <strong>2012</strong><br />

by about $2 billion. It now predicts that<br />

sales will be about 8% lower than in 2011<br />

because of patent expirations and the effects<br />

of currency exchange rates. Looking<br />

ahead, efforts to “fix the innovative core”<br />

will improve the company’s late-stage<br />

portfolio of compounds and lead to successful<br />

launches of novel products, Chief<br />

Executive Officer Ian Read told analysts in<br />

a recent conference call.<br />

BUT CITIGROUP stock analyst John T.<br />

Boris cautioned clients in a recent report<br />

that Pfizer executives may be too optimistic.<br />

“We expect Pfizer to see continued deterioration<br />

of its base business in the U.S.,<br />

with execution risk on the pipeline, and<br />

potential restructuring issues,” he said.<br />

Competition from branded and generic<br />

drug firms could also jeopardize Pfizer’s<br />

growing business in emerging markets<br />

such as China, Brazil, Russia, India, Turkey,<br />

and Mexico, Boris added.<br />

Like Pfizer, many big pharma firms are<br />

betting on emerging regions for growth.<br />

Over the next five years, total spending<br />

on medicines in these markets is expected<br />

Combined figures obscure the fact that<br />

some firms got hit much harder than<br />

others by the patent expirations.


to double, compared with 2010, to reach<br />

about $300 billion per year, IMS forecasts.<br />

This level will surpass that of Germany,<br />

France, Italy, Spain, and the U.K. combined,<br />

and approach U.S. spending levels.<br />

GlaxoSmithKline has been working<br />

for nearly four years to shift the center of<br />

its business away from Western markets.<br />

“Our record in 2011 demonstrates that we<br />

are succeeding,” CEO Andrew Witty said<br />

when announcing annual results. GSK<br />

also has been fairly successful in launching<br />

new products to balance those lost<br />

to generics competition in the U.S. and<br />

Europe. The firm’s 2011 sales declined 3.5%<br />

to $44.1 billion, although they rose about<br />

4% on a constant exchange rate basis. Net<br />

income doubled to $9.6 billion.<br />

As part of its restructuring, GSK has<br />

been trying to deliver more from its R&D<br />

organization. Earlier this month, it unveiled<br />

the results of its 2008 program to<br />

form 38 “ discovery performance units ,” or<br />

DPUs, to focus efforts on specific disease<br />

and therapeutic areas (C&EN, Feb. 13,<br />

page 10). The idea was to create entrepreneurial,<br />

biotech-company-like operations<br />

that take greater responsibility for results.<br />

In the end, the number, size, and funding of<br />

the DPUs were juggled somewhat, and 40<br />

will continue for another three years.<br />

Other companies have taken drastic<br />

steps to increase R&D productivity while<br />

also trying to cut costs. Since 2007, AstraZeneca<br />

has been working to improve<br />

its long-term competitiveness. An initial<br />

restructuring phase delivered $2.4 billion<br />

in annual savings by the end of 2010,<br />

and reduced the company’s headcount by<br />

about 12,600. A second phase, started in<br />

2010, brought another $1 billion in cuts by<br />

the end of 2011 and should result in $1.9 billion<br />

in savings by the end of 2014. During<br />

this process another 9,000 jobs were eliminated.<br />

At the end of 2011, AstraZeneca had<br />

57,200 employees.<br />

In 2011, AstraZeneca lost nearly $2 billion<br />

in sales to generics competition and<br />

another $1 billion from the impact of government<br />

price interventions. Sales rose<br />

just 1.0% to $33.6 billion but were down<br />

about 2% in constant currency terms. The<br />

company’s earnings increased 2.8% to<br />

$9.9 billion.<br />

THE OUTLOOK for <strong>2012</strong> is grim. Later this<br />

year, AstraZeneca will lose patent protection<br />

on the bipolar disorder drug Seroquel<br />

IR in the U.S. and the cholesterol drug<br />

Crestor in Canada. Losses in other countries<br />

are on the horizon for the next few<br />

years. Both drugs are among the world’s<br />

top 10 drug products, according to IMS.<br />

And because of recent regulatory<br />

setbacks—such as for the diabetes treatment<br />

dapagliflozin, in development with<br />

Bristol-Myers Squibb —AstraZeneca has<br />

lowered its expectations for this year’s<br />

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BUSINESS<br />

PHARMACEUTICAL RESULTS<br />

Large drug companies post small sales increase, bigger earnings growth for 2011<br />

FOURTH-QUARTER 2011 FULL-YEAR 2011<br />

SALES EARNINGS a CHANGE FROM 2010 PROFIT MARGIN b SALES EARNINGS a CHANGE FROM 2010 PROFIT MARGIN b<br />

($ MILLIONS) SALES EARNINGS 2011 2010 ($ MILLIONS) SALES EARNINGS 2011 2010<br />

Abbott Laboratories $10,377 $2,295 4.1% 13.3% 22.1% 20.3% $38,851 $7,331 10.5% 12.8% 18.9% 18.5%<br />

AstraZeneca 8,656 2,102 0.5 7.4 24.3 22.7 33,591 9,909 1.0 2.8 29.5 29.0<br />

Bristol-Myers Squibb 5,454 905 6.7 12.4 16.6 15.8 21,244 3,913 9.0 5.1 18.4 19.1<br />

Eli Lilly & Co. 6,047 969 -2.3 -21.5 16.6 20.0 24,287 4,914 5.2 -6.2 20.2 22.7<br />

GlaxoSmithKline 11,235 2,317 -3.0 nm 20.6 def 44,093 9,557 -3.5 100.5 21.7 10.4<br />

Johnson & Johnson 16,255 3,129 3.9 9.3 19.2 18.3 65,030 13,867 5.6 4.4 21.3 21.6<br />

Merck & Co. 12,294 2,978 1.7 8.1 24.2 22.8 48,047 11,697 4.5 9.2 24.3 23.3<br />

Novartis 14,781 3,011 4.1 7.4 20.4 19.7 58,566 13,490 15.7 12.1 23.0 23.8<br />

Pfizer 16,746 3,863 -3.5 3.2 23.1 21.6 67,425 18,217 0.5 1.9 <strong>27</strong>.0 26.7<br />

Roche na na na na na na 45,282 11,376 -10.4 -4.4 25.1 23.6<br />

Sanofi-Aventis 11,019 2,690 8.8 13.0 24.4 23.5 43,244 11,395 3.2 -4.5 26.4 28.5<br />

TOTAL BIG PHARMA c $112,864 $24,259 1.8% 21.0% 21.5% 18.1% $489,660 $115,666 3.2% 7.7% 23.6% 22.7%<br />

Actelion na na na na na na $1,952 $419 -6.9% -28.5% 21.5% <strong>27</strong>.9%<br />

Amgen $3,973 $1,039 3.4% -5.8% 26.2% 28.7% 15,582 4,858 3.5 -3.3 31.2 33.4<br />

Biogen Idec 1,3<strong>27</strong> 370 8.9 6.9 <strong>27</strong>.9 28.5 5,049 1,446 7.1 10.0 28.6 <strong>27</strong>.9<br />

Cephalon 1,284 473 19.8 37.9 36.8 32.0 4,842 1,753 33.5 33.8 36.2 36.1<br />

Elan d <strong>27</strong>1 -135 -12.3 nm -49.8 def 1,246 561 6.5 nm 45.0 def<br />

Gilead Sciences 2,200 743 10.1 -4.6 33.8 39.0 8,385 3,039 5.5 -5.4 36.2 40.4<br />

TOTAL BIOTECH c $9,055 $2,490 7.3% -1.2% <strong>27</strong>.5% 29.9% $37,056 $12,076 7.1% 8.6% 32.6% 32.1%<br />

NOTE: European company results are converted at Dec. 31, 2011, exchange rates, except for AstraZeneca and Novartis, which report in dollars. a After-tax earnings from continuing<br />

operations, excluding significant extraordinary and nonrecurring items. b After-tax earnings as a percentage of sales. c For companies reporting. Percentages are calculated from<br />

combined sales and earnings. d After-tax earnings from continuing operations, including special charges. def = deficit. na = not available. nm = not meaningful.<br />

<strong>2012</strong> outlook, we remain committed to a<br />

long-term, focused, R&D-based strategy,”<br />

CEO David Brennan said when announcing<br />

the company’s results earlier this month.<br />

At the same time, AstraZeneca announced<br />

yet another set of restructuring moves,<br />

which are expected to yield $1.6 billion<br />

in annual savings by the end of 2014. The<br />

company will cut 7,300 employees, including<br />

about 2,200 in R&D.<br />

MEANWHILE, Novartis and Sanofi both<br />

outlined new strategies for growth and cost<br />

savings in 2011. Novartis achieved savings<br />

of $2.6 billion, or about 30% more than it<br />

did the previous year. The company also<br />

will divest, halt, or reduce operations at 10<br />

manufacturing sites. Novartis was the only<br />

major drug firm to post double-digit sales<br />

and earnings growth in 2011.<br />

Despite substantial growth in new<br />

product sales, <strong>2012</strong> will be an inflection<br />

point for Novartis. The company expects<br />

to lose about $2.6 billion in sales—$1.5 bil -<br />

lion connected to its blood pressure<br />

medication Diovan and the rest from the<br />

cancer drug Femara. The net result is<br />

expected to be a 2% decline in sales. This<br />

year, Novartis is shedding some 1,960 jobs<br />

in the U.S. to help generate $450 mil lion<br />

in savings. Despite these setbacks, Novartis<br />

expects <strong>2012</strong> results to be in line with<br />

2011.<br />

Sanofi also exceeded some of its costcutting<br />

goals, but it similarly faces some<br />

transitions. In 2011, two years ahead of<br />

schedule, the company met a $2.8 billion<br />

cost-cutting goal set in 2009. Some<br />

savings came from a 22% reduction in<br />

employees and the closure of 12 out of<br />

26 R&D sites. Sales in 2011 rose 3.2% to<br />

$43.2 billion, but earnings were down 4.5%<br />

to $11.4 billion, despite the acquisition of<br />

Genzyme.<br />

Sanofi lost almost $3 billion in sales to<br />

generics last year, CEO Christopher A.<br />

Viehbacher told analysts in a conference<br />

call. This year, Sanofi and partner Bristol-<br />

Myers will lose patent protection for the<br />

anticoagulant Plavix, which ranks as the<br />

world’s second-largest drug with annual<br />

sales of about $10 billion, and the blood<br />

pressure drug Avapro.<br />

But Sanofi has started to shift away<br />

from its older blockbuster products. New<br />

growth vehicles—including emerging<br />

markets, diabetes, vaccines, and consumer<br />

and animal health—accounted for 65%<br />

of sales last year, up from 43% in 2009. By<br />

2015, 80% of the company’s business will<br />

be in these areas, Viehbacher predicted. In<br />

a recent report, Morgan Stanley stock analyst<br />

Peter Verdult told clients that Sanofi<br />

has a “well-diversified business emerging<br />

from its patent cliff in 2013 and set to deliver<br />

high-single-digit earnings-per-share<br />

growth.”<br />

Also on the cusp is Lilly. Although its<br />

2011 sales were up 5.2% to $24.3 billion,<br />

sales fell about 2% in the fourth quarter<br />

as a result of patent expirations on the<br />

schizophrenia drug Zyprexa and the cancer<br />

treatment Gemzar that were only partially<br />

offset by growth in other products and in<br />

emerging markets. This year, the company<br />

expects, sales will decline about 8% and<br />

earnings will drop about 29%. Contributing<br />

to the decline will be about $3 billion less in<br />

Zyprexa sales.<br />

“By the end of 2011, Lilly had either met<br />

or exceeded several of the strategic goals<br />

we had previously outlined,” Chief Financial<br />

Officer Derica W. Rice said in a call<br />

with analysts. Since mid-2009, the company<br />

has cut $1 billion in spending and more<br />

than 5,500 positions from its workforce.<br />

“In addition, the 12 molecules currently in<br />

Phase III surpassed our goal of 10 by the<br />

end of 2011,” he said. “We remain focused<br />

on delivering on our commitments.” ◾<br />

WWW.CEN-ONLINE.ORG 30 FEBRUARY <strong>27</strong>, <strong>2012</strong>


BUSINESS<br />

R&D SHAPES UP<br />

AT HEC PHARM<br />

Chinese newcomer sticks to ambitious plan<br />

to become an INNOVATIVE DRUG FIRM<br />

AT THE RATE it is hiring people and investing<br />

in its R&D infrastructure, it shouldn’t be<br />

long before China’s HEC Pharm becomes as<br />

well-known as India’s Ranbaxy Laboratories<br />

or Dr. Reddy’s Laboratories. This obscure<br />

generic drug maker, with headquarters in<br />

the gritty industrial city of Dongguan in<br />

southern China, aims to launch innovative<br />

new drugs in China and, eventually, in the<br />

U.S., Europe, and other developed markets.<br />

At its R&D complex, the company has<br />

more than doubled its technical workforce<br />

during the past year to 1,200 researchers,<br />

VIDEO ONLINE<br />

For a video tour of HEC Pharm’s labs and employee<br />

housing complex, go to cenm.ag/hec.<br />

INFRASTRUCTURE<br />

As part of its lab<br />

buildup, HEC Pharm<br />

has equipped a liquid<br />

chromatography<br />

area that it calls its<br />

HPLC forest.<br />

most of whom live in company-provided<br />

housing. It is completing construction of<br />

two new buildings that will house biology<br />

labs and research facilities for clean energy<br />

materials that will be developed mostly<br />

by the firm’s chemists. And within a few<br />

months, it will break ground on a 21-floor<br />

apartment complex to house new hires<br />

and on a 12-floor research lab for new-drug<br />

R&D. In May 2011 HEC completed construction<br />

of its generic drug labs.<br />

“Developing new drugs remains our<br />

priority,” says Xinfa (Richard) Tang, director<br />

of HEC’s R&D<br />

center. “We want<br />

to become known<br />

as an innovative<br />

drug company.”<br />

The company’s<br />

R&D efforts are led<br />

by about 30 senior<br />

Chinese and foreign scientists with experience<br />

in the international drug industry.<br />

Hiring qualified researchers is a big part<br />

of HEC’s strategy. To fill its technical posi-<br />

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Visit pubs.acs.org/r/nanoimaging<br />

WWW.CEN-ONLINE.ORG 32 FEBRUARY <strong>27</strong>, <strong>2012</strong>


JEAN-FRANÇOIS TREMBLAY/C&EN<br />

tions, it recruits by offering competitive salaries, family<br />

housing, subsidized meals, and other benefits. Fresh Ph.D.<br />

graduates get a starting salary of $24,000 and regular<br />

raises—a good wage by Chinese standards, says Tommy<br />

Lin, HEC’s director of intellectual property. The company<br />

hopes to employ 2,500 researchers within three years.<br />

It may appear foolhardy for a newcomer in the field of<br />

drug R&D to be so ambitious. But in fact, HEC is following<br />

a carefully conceived plan ( C&EN, Feb. 28, 2011, page 40 ).<br />

The plan is based on the company’s sound financial<br />

condition. Despite all the money it is pouring into its<br />

R&D capabilities, HEC is generating cash, Tang says. An<br />

established supplier of active pharmaceutical ingredients<br />

and finished generic drugs mostly for China, the<br />

firm reported sales of $475 million in 2010. In Hubei<br />

province, in east central China, it operates the world’s largest plant<br />

for the antibiotic erythromycin. Further buttressing HEC’s financial<br />

resources is its parent company, HEC Group, a conglomerate<br />

whose main business is aluminum.<br />

HEC Pharm’s managers acknowledge that it will take years before<br />

they can launch innovative drugs in regulated markets. For now, the<br />

firm plans to introduce generic drugs in the U.S. and Europe. It just<br />

secured U.S. Food & Drug Administration approval to sell, under its<br />

own name, the antiretroviral drug zidovudine, commonly known as<br />

AZT. In Europe, it has been cleared to sell the macrolide antibiotic<br />

azithromycin. That approval marks HEC as the first Chinese company<br />

to sell a drug under its own name in Europe, Lin claims.<br />

It’s not as hard as it once was for a Chinese company to sell<br />

drugs in developed markets, Tang notes. Despite some wellpublicized<br />

quality problems—the heparin scandal of 2008 being<br />

the most prominent—the image of Chinese drugs in developed<br />

countries has on the whole improved in the past decade, Tang says.<br />

More important, European governments are trying to contain<br />

health care costs, and buying drugs from China is one way to do it.<br />

BEFORE LAUNCHING new drugs in developed markets, HEC<br />

plans to introduce them in China, Tang adds. Winning approval for<br />

a new drug in China is simpler than in the U.S., because in China a<br />

new drug does not have to be superior to an existing one.<br />

The firm is pursuing cardiovascular, antiviral, antitumor, and neurological<br />

compounds. It has obtained regulatory approval to start<br />

clinical trials in China for morphothiadine mesilate, a treatment for<br />

hepatitis B virus that was discovered, and later dropped, by Bayer.<br />

HEC isn’t the only company seeking to discover new drugs in<br />

China, says Greg B. Scott, president of ChinaBio , a Shanghai-based<br />

company that advises investors in China’s biotech sector. In Beijing,<br />

he notes, the start-up BeiGene is building oncology labs. In Hangzhou,<br />

another start-up, Ascletis , has raised $100 million to build<br />

drug discovery labs. And Aslan Pharmaceuticals, a Singapore-based<br />

biotech firm, conducts most of its research in China.<br />

But Scott questions whether new drugs without significantly<br />

improved efficacy will succeed in China. “If a drug isn’t superior to<br />

what’s already on the market, why would a patient buy it?” he asks.<br />

Moreover, drugs launched in China are at risk of being subject to<br />

price controls, he says. China recently more than tripled its list of<br />

price-controlled “essential drugs,” he points out.<br />

It’s too early to tell whether HEC’s vast investment in pharmaceutical<br />

R&D will eventually pay off. What is unquestionable is<br />

that the firm is making rapid progress in establishing an impressive<br />

R&D infrastructure. — JEAN-FRANÇOIS TREMBLAY<br />

WWW.CEN-ONLINE.ORG 33 FEBRUARY <strong>27</strong>, <strong>2012</strong>


GOVERNMENT & POLICY CONCENTRATES<br />

INDUSTRY MOVES<br />

TO DISMISS ‘MEGA’<br />

PESTICIDE LAWSUIT<br />

A coalition of pesticide and chemical industry<br />

trade groups has filed a motion to dismiss<br />

the so-called mega lawsuit filed against<br />

EPA in January 2011 by the environmental<br />

advocacy groups Center for Biological Diversity<br />

and Pesticide Action Network North<br />

America. The lawsuit claims that EPA failed<br />

to consult the Fish & Wildlife Service or the<br />

National Marine Fisheries Service about the<br />

effects of hundreds of pesticides on endangered<br />

species when it approved the use of<br />

the pesticides. EPA is required to conduct<br />

such consultations under the Endangered<br />

Species Act (ESA). The industry groups<br />

argue that the complaint is fundamentally<br />

flawed because it does not specify which actions<br />

EPA did or did not take with respect to<br />

the required consultations. The groups also<br />

point out that the plaintiffs did not file their<br />

suit in the correct jurisdiction or within<br />

the deadline for challenging a pesticide<br />

registration under federal law. Jay J. Vroom,<br />

president and CEO of the pesticide industry<br />

group CropLife America , acknowledges that<br />

the ESA consultation process needs to be<br />

improved. But, he says, “the solution lies in<br />

stakeholder collaboration to develop a workable<br />

approach to pesticide ESA assessments<br />

rather than” via litigation. —BEE<br />

EARLIER ASSESSMENT<br />

SOUGHT FOR CHEMICALS<br />

New chemicals and technologies need to be<br />

comprehensively assessed before they reach<br />

the commercialization phase, according to a<br />

report from the UN Environment Program .<br />

Given the increasing pace of deployment,<br />

the world needs to break its pattern of first<br />

producing new technologies and chemicals<br />

and then trying to evaluate their impacts<br />

after the fact, the report says. Released last<br />

week, the report ranks minimizing risks<br />

from new chemicals and technologies as one<br />

of the top 10 emerging environmental issues<br />

that could have a major impact on human<br />

well-being and the planet. A reformed international<br />

system “could help society handle<br />

the inadvertent hazards caused by its novel<br />

technologies,” the report says. The report<br />

also highlights the need to repair “broken<br />

bridges” between science and policy-making<br />

to help develop solutions to environmental<br />

problems and to adapt to global change<br />

while attaining a green economy. —CH<br />

EPA LIMITS EMISSIONS<br />

FROM PVC FACILITIES<br />

EPA has issued final standards requiring facilities that produce polyvinyl<br />

chloride and copolymers to reduce emissions of several toxic air pollutants,<br />

including vinyl chloride, hydrogen chloride, and chlorinated dioxins<br />

and furans. The previous standard, established in 1976, set limits only for<br />

vinyl chloride. The agency expects the new rule to result in a total U.S.<br />

annual emission reduction of 238 tons of toxic air pollutants from largescale<br />

emitters. EPA says the standards are based on currently available<br />

technologies, and facilities will have “the flexibility to choose the most<br />

practical and cost-effective control technology or technique” to reduce<br />

their emissions. Facilities will be required to monitor emissions at certain<br />

points in the PVC production process to ensure that the standards are<br />

met. The U.S. currently has 17 PVC production facilities, with the majority<br />

located in Louisiana and Texas. EPA estimates it will initially cost industry<br />

$18 million in total capital investment to meet the rule’s requirements,<br />

with additional annual costs of $4 million. —GH<br />

OBAMA SEEKS FUNDS FOR<br />

WEAPONS DESTRUCTION<br />

The Obama Administration is seeking<br />

a significant increase in funding for the<br />

Defense Department ’s chemical weapons<br />

disposal program. The Administration is<br />

asking Congress to provide $779 million in<br />

fiscal 2013 to continue the construction of<br />

facilities in Kentucky and Colorado where<br />

stockpiles of obsolete chemical weapons<br />

are slated for destruction. Congress appropriated<br />

$477 million for the program in the<br />

current fiscal year. “The funding request<br />

for the Kentucky and Colorado disposal<br />

projects reflects the continued commitment<br />

by the Pentagon to the accelerated<br />

effort to rid us of these weapons,” says<br />

Craig Williams, director of the Chemical<br />

Weapons Working Group , a Kentuckybased<br />

watchdog organization. The Pentagon<br />

would direct $411 million to the Blue<br />

Grass Army Depot in Kentucky and $340<br />

million to the Pueblo Chemical Depot in<br />

Colorado. The<br />

remaining $28<br />

million would be<br />

used for program<br />

management.<br />

Under the 2013<br />

budget proposal,<br />

the Blue Grass<br />

Army Depot will<br />

continue to be<br />

funded to destroy<br />

the chemical<br />

weapons it stores.<br />

Disposal of about 2,600 tons of mustard<br />

agent at the Pueblo depot is expected to begin<br />

in 2015 and conclude in 2017. Disposal<br />

work at the Kentucky facility is scheduled<br />

to start in 2018 and finish in 2021. — GH<br />

NNSA, NATIONAL<br />

LABS AT ODDS<br />

“A breakdown of trust” exists between the<br />

three national nuclear weapons laboratories<br />

and the National Nuclear Security<br />

Administration, a semi-independent part<br />

of the Department of Energy that oversees<br />

the labs, according to a recent report by<br />

the National Research Council . The report<br />

blames NNSA micromanagement and close<br />

oversight for the problem, which the report<br />

says is most prominent at Los Alamos<br />

National Laboratory. The other weapons<br />

labs are Sandia National Laboratories and<br />

Lawrence Livermore National Laboratory.<br />

Security problems that led to the close<br />

oversight have largely been<br />

resolved, NRC notes, but an<br />

“intrusive level” of oversight<br />

and a perceived lack of independence<br />

remain. The report<br />

says the oversight has resulted<br />

in restrictions in lab science.<br />

It urges NNSA to back<br />

off on reporting requirements<br />

and other oversight measures<br />

at the labs. This is the first of<br />

two reports of NRC’s review<br />

of the weapons labs. —JJ<br />

U.S. ARMY<br />

WWW.CEN-ONLINE.ORG 34 FEBRUARY <strong>27</strong>, <strong>2012</strong>


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78002


GOVERNMENT & POLICY<br />

KEVIN LAMARQUE/REUTERS/NEWSCOM<br />

AFFIRMING SCIENCE<br />

President’s 2013 BUDGET proposal provides<br />

increases to R&D and education<br />

GOVERNMENT & POLICY DEPARTMENT<br />

FEDERAL R&D Defense work<br />

dominates proposed fiscal 2013 budget.<br />

Commerce a<br />

Agriculture 2%<br />

2%<br />

NSF<br />

4%<br />

NASA<br />

7%<br />

Energy<br />

8%<br />

Health &<br />

Human Services<br />

22%<br />

Other b<br />

4%<br />

2013 R&D request = $141 billion<br />

Defense<br />

51%<br />

NOTE: Proposed budgets are for R&D activities<br />

only. a Proposed budget for 2013 includes funding<br />

for two mandatory projects: the Wireless Innovation<br />

Fund and the National Network for Manufacturing<br />

Innovation. b Agencies receiving a share less than<br />

1%, including EPA, Education, Homeland Security,<br />

Interior, the Smithsonian Institution, Transportation,<br />

and Veterans Affairs.<br />

SOURCE: White House Office of Science &<br />

Technology Policy<br />

SINCE TAKING OFFICE, President Barack<br />

Obama has touted the importance of basic<br />

research and science, technology, engineering,<br />

and mathematics (STEM) education<br />

for the economic prosperity of the U.S.<br />

Even in what has become a trying fiscal environment,<br />

the President does not appear<br />

to be wavering in his support.<br />

The 2013 budget request reaffirms his<br />

commitment. The $3.8 trillion proposal,<br />

which is within the spending caps imposed<br />

by the Budget Control Act of 2011,<br />

provides $140.8 billion for federal R&D,<br />

a 1.4% increase over the <strong>2012</strong> outlay. Of<br />

that amount, $64.0 billion, up 3.3% from<br />

<strong>2012</strong>, would support basic and applied research—the<br />

R in R&D.<br />

The Administration’s support for R&D<br />

focuses on several priorities. These include<br />

sustaining the growth of the National<br />

Science Foundation, the Department of<br />

Energy Office of Science, and the National<br />

Institute of Standards & Technology; promoting<br />

clean energy; supporting U.S. jobs<br />

through advanced manufacturing R&D;<br />

and preparing new innovators by ensuring<br />

effective STEM education.<br />

“In the State of the Union, I outlined<br />

a blueprint for an economy that is built<br />

to last—an economy built on new manufacturing,<br />

and new sources of energy, and<br />

new skills and education for the American<br />

people,” the President said at an event rolling<br />

out the 2013 budget request. Calling the<br />

2013 budget the details of that blueprint,<br />

Obama said that the request makes tough<br />

decisions about what programs to expand<br />

and which ones to scale back or terminate.<br />

The following review of proposed R&D<br />

spending at the federal agencies comes<br />

with some caveats. The numbers are given<br />

mostly as budget obligations—that is,<br />

the amount that agencies can contract<br />

to spend during the fiscal year. What the<br />

agencies actually spend, or outlay, during<br />

the year may be more or less.<br />

Also, the federal budget is a complex<br />

document with various ways of adding up<br />

programs and totals. As a result, sometimes<br />

the agency or department figures<br />

and the totals from the White House Office<br />

of Management & Budget are not the same<br />

and may be published in different places<br />

with different amounts. The variations are<br />

usually small and reflect alternative methods<br />

of allocating funds.<br />

Even in what has become a trying fiscal environment, the<br />

President does not appear to be wavering in his support.<br />

WWW.CEN-ONLINE.ORG 38 FEBRUARY <strong>27</strong>, <strong>2012</strong>


NSF: PRESIDENT<br />

MAINTAINS GROWTH<br />

FOR CORE RESEARCH<br />

The National Science Foundation fares<br />

particularly well in the President’s 2013 request,<br />

which proposes a budget<br />

of $7.4 billion, up 4.8% for 2013.<br />

This increase delays the planned<br />

doubling of the agency’s budget,<br />

4.8%<br />

but it’s still good news in an era of overall<br />

budget cuts.<br />

“The Administration and Congress have<br />

conveyed their clear determination to<br />

build on the nation’s history of success in<br />

leading-edge discovery and innovation,”<br />

NSF Director Subra Suresh said at an agency<br />

budget briefing. “That is the unambiguous<br />

message of the President’s 2013 budget<br />

request for NSF.”<br />

Much of the proposed increase would<br />

support areas important to the President’s<br />

larger economic goals, such as manufacturing<br />

and computing, and programs that<br />

are part of the OneNSF strategic plan,<br />

which aims to unify the agency behind a<br />

single purpose. One example that hits both<br />

priorities is the Cyber-Enabled Materials,<br />

Manufacturing & Smart Systems program,<br />

which would help turn static manufacturing<br />

processes into computer-based systems.<br />

Its budget would jump 82.3%, from<br />

$141 million in <strong>2012</strong> to $257 million in 2013.<br />

Research at NSF would get a 5.2%<br />

boost in funding, with the Directorate for<br />

Mathematical & Physical Sciences, which<br />

includes the Chemistry Division, seeing<br />

a 2.8% bump to $1.3 billion. The largest<br />

increase, 23%, goes to the Office of Integrative<br />

Activities, which supports interdisciplinary<br />

and NSF-wide research projects,<br />

such as many of the new OneNSF priorities.<br />

“We’ve made a very strong commitment<br />

to core frontier research in all of the<br />

fields of science and engineering, because<br />

this is really what drives innovation: basic<br />

research,” Suresh said.<br />

Funding for all disciplinary divisions<br />

would increase under the President’s proposal.<br />

Chemistry would get a 4.2% increase<br />

to $244 million in 2013. Other chemistryrelated<br />

fields would get increases, too, including<br />

5.5% for the Division of Molecular &<br />

Cellular Biosciences. However, these jumps<br />

would mean only a small change in the<br />

number of grants NSF awards; the overall<br />

funding rates for both competitive awards<br />

and research grants is projected to stay flat.<br />

Science, technology, engineering, and<br />

mathematics (STEM) education is a priority<br />

NSF<br />

Research activities and education programs are set to grow …<br />

$ MILLIONS 2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

Research & related activities $5,608.4 $5,689.2 $5,983.3 5.2%<br />

Mathematical & physical sciences 1,312.4 1,308.9 1,345.2 2.8<br />

Geosciences 885.3 885.3 906.4 2.4<br />

Engineering 763.3 826.2 876.3 6.1<br />

Chemical, bioengineering & transport 158.8 171.5 179.4 4.6<br />

systems<br />

Biological sciences 712.3 712.4 733.9 3.0<br />

Computer & information science &<br />

engineering 636.1 653.6 709.7 8.6<br />

Polar programs 440.7 435.9 449.7 3.2<br />

Integrative activities 259.6 349.6 431.5 23.4<br />

Social, behavioral & economic sciences 247.3 254.3 259.6 2.1<br />

Cyberinfrastructure 300.8 211.6 218.3 3.2<br />

International science & engineering 49.0 49.9 51.3 2.8<br />

Artic Research Commission 1.6 1.5 1.4 -6.7<br />

Education & human resources 861.0 829.0 875.6 5.6<br />

Research equipment & facilities 125.4 197.1 196.2 -0.5<br />

Other 317.8 317.9 317.9 0.0<br />

TOTAL $6,912.6 $7,033.2 $7,373.0 4.8%<br />

… with core research programs slated for increases …<br />

$ MILLIONS 2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

Ocean sciences $352.2 $351.9 $362.0 2.9%<br />

Materials research 294.9 294.6 302.6 2.7<br />

Physics 280.3 <strong>27</strong>7.4 280.1 1.0<br />

Atmospheric & geospace sciences 257.7 258.7 264.1 2.1<br />

Mathematical sciences 239.8 237.8 245.0 3.0<br />

Astronomical sciences 236.8 234.6 244.6 4.3<br />

Chemistry 233.6 234.1 243.9 4.2<br />

Integrative organismal systems 212.6 212.3 220.5 3.9<br />

Earth sciences 183.8 183.5 189.2 3.1<br />

Environmental biology 142.7 142.6 143.7 0.8<br />

Molecular & cellular biosciences 123.9 125.8 132.7 5.5<br />

TOTAL $2,558.3 $2,553.3 $2,628.4 2.9%<br />

… and the number of grants climbing slightly<br />

2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

Competitive awards<br />

Number 11,150 11,700.0 12,200 4.3%<br />

Funding rate 22% 22% 22% nm<br />

Research grants<br />

Number 7,550 7,850 8,150 3.8<br />

Funding rate 20% 20% 20% nm<br />

Median annualized size $125,950 $128,500 $128,700 0.2<br />

Average annualized size $156,200 $161,250 $160,500 -0.5<br />

Average duration, years 2.9 2.9 2.9 nm<br />

a Actual. b Estimated. c Proposed. nm = not meaningful. SOURCE: National Science Foundation<br />

for both the President and NSF. The agency<br />

would receive an additional $40 million<br />

in proposed funding, to $1.2 billion. A new<br />

math education program to be operated<br />

jointly by NSF and the Department of Education<br />

would receive $60 million to support<br />

programs at the K–12 and undergraduate<br />

levels, with each agency kicking in half of the<br />

program’s budget. Two previously funded<br />

undergraduate education programs would<br />

also get a funding boost: Widening Implementation<br />

& Demonstration of Evidence-<br />

Based Reforms would receive $20 million,<br />

up from $8 million, and Transforming Un-<br />

WWW.CEN-ONLINE.ORG 39 FEBRUARY <strong>27</strong>, <strong>2012</strong>


GOVERNMENT & POLICY<br />

dergraduate Education in STEM would get<br />

$61 million, up $39 million.<br />

Funding for construction of major new<br />

research centers would stay essentially flat<br />

from last year, at around $196 million. The<br />

largest project, a continentwide environment<br />

observation system called the National<br />

Ecological Observatory Network, would<br />

receive $91 million, up from $60 million, or<br />

50.9% more than last year. Three other projects<br />

would continue to receive construction<br />

funding: the Advanced Laser Interferometer<br />

Gravitational-Wave Observatory, the Advanced<br />

Technology Solar Telescope, and the<br />

Ocean Observatories Initiative.<br />

To make many of these increases possible,<br />

NSF’s 2013 budget requests $67 million<br />

in cuts or consolidations, mainly from<br />

programs in computer science and math.<br />

Funding of the Nanoscale Science & Engineering<br />

Centers would also decrease by<br />

$5 million. Two public outreach programs—<br />

Communicating Science Broadly and<br />

Connecting Researchers with Public Audiences—funded<br />

at a total of $6 million would<br />

be eliminated. —ANDREA WIDENER<br />

NIH: FUNDING IS FLAT,<br />

BUT TRANSLATIONAL<br />

SCIENCE GROWS<br />

Under the proposed fiscal 2013 budget, the<br />

National Institutes of Health would receive<br />

$30.8 billion, the same amount<br />

enacted for <strong>2012</strong>. The agency<br />

plans to concentrate on basic<br />

biomedical research, support for<br />

new investigators, and translational<br />

science.<br />

The National Center for Advancing<br />

Translational Sciences (NCATS) is the<br />

only one of NIH’s <strong>27</strong> institutes and centers<br />

that would see a meaningful budget<br />

increase in 2013. NCATS is a new center<br />

FLAT<br />

focused on accelerating drug development<br />

( C&EN, Feb. 14, 2011, page 25). The center<br />

would see an 11.1% increase compared<br />

with <strong>2012</strong>, bringing its total 2013 budget to<br />

$639 million.<br />

The proposed NCATS budget includes<br />

$50 million for the Cures Acceleration<br />

Network (CAN), up $40 million from <strong>2012</strong>.<br />

The program was authorized under the<br />

health care reform bill of 2010, but wasn’t<br />

funded until <strong>2012</strong> ( C&EN, Jan. 9, page 29).<br />

CAN aims to lower barriers between drug<br />

discovery and clinical trials and speed up<br />

the development of cures and treatments<br />

for various diseases.<br />

NIH<br />

Institute budgets remain flat; translational research center gets a boost<br />

$ MILLIONS 2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

National Institutes $<strong>27</strong>,945 $<strong>27</strong>,777 $<strong>27</strong>,730 -0.2%<br />

Cancer 5,050 5,066 5,069 0.1<br />

Allergy & Infectious Diseases 4,768 4,485 4,495 0.2<br />

Heart, Lung & Blood 3,065 3,075 3,076 0.0<br />

General Medical Sciences 2,368 2,4<strong>27</strong> 2,379 -2.0<br />

Diabetes & Digestive & Kidney Diseases 1,939 1,945 1,942 -0.2<br />

Neurological Disorders & Stroke 1,619 1,624 1,625 0.1<br />

Mental Health 1,475 1,479 1,479 0.0<br />

Child Health & Human Development 1,316 1,320 1,321 0.1<br />

Aging 1,099 1,102 1,103 0.1<br />

Drug Abuse 1,049 1,052 1,054 0.2<br />

Eye 700 702 693 -1.3<br />

Environmental Health Sciences 683 685 684 -0.1<br />

Arthritis & Musculoskeletal & Skin Diseases 533 535 536 0.2<br />

Human Genome Research 511 512 511 -0.2<br />

Alcohol Abuse & Alcoholism 458 459 457 -0.4<br />

Deafness & Other Communication Disorders 414 416 417 0.2<br />

Dental & Craniofacial Research 409 410 408 -0.5<br />

Biomedical Imaging & Bioengineering 345 338 337 -0.3<br />

Nursing Research 144 145 144 -0.7<br />

Office of the Director 1,454 1,457 1,429 -1.9<br />

National Center for Advancing<br />

Translational Sciences 554 575 639 11.1<br />

National Library of Medicine 371 373 381 2.1<br />

National Center for Minority Health<br />

& Health Disparities <strong>27</strong>6 <strong>27</strong>6 <strong>27</strong>9 1.1<br />

National Center for Complementary<br />

& Alternative Medicine 1<strong>27</strong> 128 128 0.0<br />

Buildings & Facilities 50 125 125 0.0<br />

Fogarty International Center 69 70 70 0.0<br />

TOTAL $30,846 $30,781 $30,781 0.0%<br />

a Actual. b Enacted. c Proposed. SOURCE: Department of Health & Human Services<br />

To offset the increases, the National<br />

Children’s Study—funded by the Office<br />

of the Director—would lose $28 million<br />

or 14.4%, bringing its budget down to $166<br />

million for fiscal 2013. The study plans to<br />

follow 100,000 U.S. children from before<br />

birth until age 21 to examine how genetics<br />

and environmental factors—such as air,<br />

water, diet, sound, and family dynamics—<br />

affect health.<br />

The National Institute of General<br />

Medical Sciences (NIGMS), the top NIH<br />

institute for the support of chemical research,<br />

would see a 2.0% decrease in 2013<br />

compared with <strong>2012</strong>. Most of the cuts, or<br />

$51 million, would be directed at NIH’s Institutional<br />

Development Awards program,<br />

which aims to broaden the geographic<br />

distribution of NIH grants by funding investigators<br />

in states where success rates<br />

for NIH grants have been historically low.<br />

NIGMS got a 2.6% funding boost in <strong>2012</strong> to<br />

support the program.<br />

NIH expects to support 35,888 grants<br />

in 2013, down slightly from 35,944 in <strong>2012</strong>.<br />

The agency estimates that 9,415 of the<br />

grants in 2013 will be new and competing<br />

awards, an increase of 672 grants or 7.1%<br />

compared with <strong>2012</strong>. To pay for the new<br />

grants, NIH plans to cut some existing<br />

grants by 1%. NIH’s goal is to boost success<br />

rates, which are currently hovering around<br />

an all-time low of 18%.<br />

NIH advocates and health organizations<br />

are disappointed with the President’s flat<br />

budget request for NIH. “The Administration’s<br />

proposal to freeze the budget for<br />

NIH would mean that the NIH budget has<br />

failed to keep pace with biomedical inflation<br />

for 10 consecutive years,” says Darrell<br />

G. Kirch, president and chief executive officer<br />

of the Association of American Medical<br />

Colleges. That situation “would have dramatic<br />

consequences on the pace of medical<br />

innovation and harm communities around<br />

the nation,” he notes.<br />

If the proposed budget for NIH is enacted,<br />

“researchers will leave the field, poten-<br />

WWW.CEN-ONLINE.ORG 40 FEBRUARY <strong>27</strong>, <strong>2012</strong>


tial breakthroughs will be shelved, and new<br />

business opportunities grounded in medical<br />

discovery will evaporate as research<br />

institutions struggle with leaner budgets,”<br />

says Mary Woolley, president and chief<br />

executive officer of Research!America, a<br />

group that advocates for increased investments<br />

in federal R&D. A frozen budget<br />

for NIH will also “flatline medical breakthroughs<br />

in the coming years and stifle the<br />

business and job creation that begins with<br />

research and development,” she says. —<br />

BRITT ERICKSON<br />

DEFENSE: SCIENCE<br />

& TECHNOLOGY<br />

HOLD THEIR OWN<br />

The Administration’s fiscal 2013 budget<br />

request proposes cuts to the largest shareholder<br />

of federal R&D support:<br />

the Department of Defense.<br />

DOD would receive $69.7 billion<br />

for research, development, test,<br />

4.4%<br />

and evaluation in 2013, down 4.4% from<br />

<strong>2012</strong>. All R&D funds DOD receives include<br />

additional funds called Overseas Contingency<br />

Operations requests.<br />

DOD’s R&D proposal includes some<br />

$11.9 billion for early-stage science and<br />

technology programs. Of that, $2.1 billion<br />

would go to basic research, essentially the<br />

same as for <strong>2012</strong>. The high-priority areas<br />

here are cybersecurity, robotics, advanced<br />

learning, information access, biodefense,<br />

and cleaner and more efficient energy.<br />

DEFENSE<br />

Basic research is flat as overall R&D increases<br />

$ MILLIONS 2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

Operational systems development $30,441 $28,388 $26,394 -7.0%<br />

System development & demonstration 14,346 14,140 14,697 3.9<br />

Advanced component development 14,142 13,462 12,433 -7.6<br />

Advanced technology development 5,340 5,411 5,266 -2.7<br />

Applied research 4,329 4,739 4,478 -5.5<br />

RDT&E management support 5,661 4,584 4,268 -6.9<br />

Basic research 1,877 2,112 2,117 0.2<br />

TOTAL $76,136 $72,836 $69,653 -4.4%<br />

NOTE: All values include Overseas Contingency Operations requests. a Actual. b Enacted. c Proposed. RDT&E =<br />

Research, Development, Testing & Evaluation. SOURCE: Department of Defense<br />

The other two science and technology<br />

programs would see lower funding in 2013:<br />

Applied research would drop 5.5%, or $261<br />

million, to $4.5 billion, and advanced technology<br />

development would drop 2.7%, or<br />

$145 million, to $5.3 billion.<br />

Other highlights of the 2013 DOD<br />

request include expanded support of advanced<br />

manufacturing R&D through new<br />

public-private partnerships in targeted<br />

technology areas. And for agencywide<br />

programs, including the Defense Advanced<br />

Research Projects Agency (DARPA), the<br />

budget request proposes a 5.4% increase,<br />

for total funding of $5.5 billion.<br />

On the development side of R&D at<br />

DOD, funding for weapons-systems development<br />

activities would be reduced as<br />

systems mature and transition to the production<br />

phase. —SUSAN MORRISSEY<br />

DHS: SCIENCE &<br />

TECHNOLOGY OFFICE<br />

GETS RAISE<br />

Set at $668 million in fiscal <strong>2012</strong>, the<br />

budget of the Department of Homeland<br />

Security (DHS) Science & Technology<br />

Directorate (S&T) would<br />

increase 24.4% in 2013, bringing<br />

its overall budget back up to<br />

24.4%<br />

$831 million. This increase would restore<br />

a significant portion of the funding the directorate<br />

lost when Congress trimmed its<br />

budget for <strong>2012</strong>.<br />

S&T, DHS’s main source of scientific<br />

and technological expertise, had a budget<br />

of slightly more than $1 billion as recently<br />

as fiscal 2010. But as lawmakers cut federal<br />

spending in the wake of massive deficits,<br />

DHS has been on the chopping block.<br />

WWW.CEN-ONLINE.ORG 41 FEBRUARY <strong>27</strong>, <strong>2012</strong>


GOVERNMENT & POLICY<br />

The President’s 2013 budget plan calls<br />

for S&T to spend $478 million on a variety<br />

of R&D programs, including biological defense<br />

and cybersecurity. For the <strong>2012</strong> fiscal<br />

year, Congress appropriated only $266 million<br />

for these initiatives.<br />

Under the Administration’s proposal,<br />

the largest amount—$135 million—would<br />

be used to develop tools to detect intentional<br />

and natural biologic events, with a<br />

focus on point-of-care diagnostic technologies,<br />

indoor sensors, and bioforensics.<br />

S&T would invest $120 million to develop<br />

technologies that assist the Transportation<br />

Security Administration in detecting<br />

explosives. And it would devote $65 million<br />

to cybersecurity research, focusing<br />

on identity and data privacy technologies,<br />

law enforcement forensic capabilities, and<br />

software assurance.<br />

The President’s proposal would provide<br />

S&T an additional $94 million to resume<br />

research in several areas that received little<br />

or no funding in fiscal <strong>2012</strong> such as border<br />

security, chemical attack resiliency, counterterrorism,<br />

and information sharing.<br />

Notably, the Administration recommends<br />

that no new funding be allocated<br />

for the construction of a biosecurity research<br />

lab in Manhattan, Kan. The budget<br />

proposal puts in question the future of<br />

the National Bio & Agro-Defense Facility<br />

(NBAF), which is slated to be built at a site<br />

near Kansas State University.<br />

Congress appropriated $50 million of<br />

the $150 million the White House sought<br />

for NBAF in fiscal <strong>2012</strong>. That amount, the<br />

Administration says, is not sufficient to begin<br />

construction. The project is estimated<br />

to cost as much as $1 billion and would replace<br />

an aging facility at Plum Island, N.Y.<br />

“In light of this, the Administration will<br />

conduct a comprehensive assessment of<br />

the project in <strong>2012</strong>, which will consider the<br />

cost, safety, and any alternatives to the current<br />

plan that would reduce costs and ensure<br />

safety,” the budget document states.<br />

NBAF critics have questioned the need<br />

for the new facility and its high price tag.<br />

Rep. Timothy H. Bishop (D-N.Y.), who has<br />

been leading an effort to kill the project,<br />

says the federal government should continue<br />

investing in research at the Plum Island<br />

Animal Disease Center, which is located in<br />

his Long Island district.<br />

Scientists at Plum Island study more<br />

than 40 highly contagious foreign animal<br />

diseases and several domestic diseases,<br />

including hog cholera and African swine<br />

fever. The site was selected in the 1950s<br />

because it is located off the U.S. mainland,<br />

away from livestock.<br />

“I am pleased that the President’s budget<br />

responded to the serious concerns I<br />

have expressed about NBAF,” Bishop says.<br />

“Even in the best fiscal situation, NBAF as<br />

currently proposed would be difficult to<br />

justify. In our current climate it is simply<br />

unaffordable.”<br />

The decision not to seek additional<br />

funding for NBAF does not necessarily kill<br />

the project. The White House could add<br />

money to the budget for construction in<br />

future years, or Congress could provide<br />

funding on its own.<br />

Beyond S&T, the Administration is<br />

seeking an overall DHS 2013 budget of<br />

$39.5 billion, a slight 0.5% decrease from<br />

DHS<br />

R&D funding gets a boost<br />

$ MILLIONS 2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

Research, development & innovation $459.7 $265.8 $478.0 79.8%<br />

Management & administration 140.9 135.0 138.0 2.2<br />

Laboratory facilities 140.0 176.5 1<strong>27</strong>.4 -<strong>27</strong>.8<br />

Acquisition & operations support 47.0 54.2 48.0 11.4<br />

University programs 39.9 36.6 40.0 9.3<br />

TOTAL $8<strong>27</strong>.5 $668.1 $831.4 24.4%<br />

a Actual. b Enacted. c Proposed. SOURCE: Department of Homeland Security<br />

ENERGY<br />

R&D funding bumps up as priorities shift<br />

$ MILLIONS 2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

Office of Science $4,897 $4,873 $4,992 2.4%<br />

Basic Energy Sciences 1,639 1,688 1,800 6.6<br />

High energy & nuclear physics 1,303 1,338 1,303 -2.6<br />

Biological & environmental research 595 610 625 2.6<br />

Scientific computing research 410 441 456 3.3<br />

Fusion energy 367 401 398 -0.7<br />

Other 583 395 410 3.8<br />

National Security 2,047 2,051 2,239 9.2<br />

Nuclear weapons 1,692 1,697 1,691 -0.3<br />

Nonproliferation 355 354 548 54.8<br />

Energy Resources 2,525 2,466 2,726 10.5<br />

Energy efficiency & renewable energy 1,421 1,446 1,860 28.6<br />

Fossil energy d 585 534 429 -19.7<br />

Nuclear energy 398 376 314 -16.5<br />

Electricity delivery & reliability 102 99 103 4.3<br />

Environmental cleanup 19 11 20 88.2<br />

ARPA-E 180 <strong>27</strong>5 350 <strong>27</strong>.3<br />

TOTAL $9,649 $9,665 $10,307 6.6%<br />

a Actual. b Enacted. c Proposed. d Accounts for unspent funds of $151 million in 2011 and $187 million in <strong>2012</strong>.<br />

ARPA-E = Advanced Research Projects Agency-Energy. SOURCE: Department of Energy<br />

the current $39.7 billion spending level.<br />

Included in some $1.2 billion for infrastructure<br />

protection and information<br />

security, $75 million of which would go to<br />

the Infrastructure Security Compliance Division.<br />

The office coordinates and manages<br />

activities under the department’s ammonium<br />

nitrate and chemical facility security<br />

programs.<br />

“The department’s fiscal 2013 budget<br />

request preserves core frontline priorities<br />

by cutting costs, sharing resources across<br />

components, and streamlining operations<br />

wherever possible,” Homeland Security<br />

Secretary Janet Napolitano said in a statement.<br />

Preventing terrorism and enhancing<br />

security remain the department’s top priorities,<br />

she added. —GLENN HESS<br />

WWW.CEN-ONLINE.ORG 42 FEBRUARY <strong>27</strong>, <strong>2012</strong>


ENERGY: MORE DOLLARS<br />

FOR CLEAN AND<br />

RENEWABLE ENERGY R&D<br />

For 2013, the President has proposed a Department<br />

of Energy budget of $<strong>27</strong>.2 billion, a<br />

3.2% increase over the <strong>2012</strong> appropriation.<br />

As Energy Secretary Steven<br />

Chu rolled out the proposal,<br />

he underscored familiar themes:<br />

6.6%<br />

a focus on clean and renewable energy R&D,<br />

support for domestic energy-related manufacturing,<br />

a drive to ensure U.S. leadership in<br />

the international energy technology marketplace,<br />

and the creation of more U.S. jobs.<br />

The department seeks $10.3 billion for<br />

overall R&D funding, a 6.6% jump over<br />

last year. The biggest share would go to the<br />

Office of Science, which would get $5.0 billion,<br />

2.4% more than in fiscal <strong>2012</strong>. The Basic<br />

Energy Sciences program, which funds<br />

much chemical science, would get the largest<br />

funding boost, 6.6% to $1.8 billion.<br />

Another program of key interest to chemistry<br />

is the Advanced Research Projects<br />

Agency-Energy (ARPA-E), which would get a<br />

<strong>27</strong>.3% increase to $350 million under the proposed<br />

budget. ARPA-E supports risky, highpotential<br />

R&D projects. In less than three<br />

years, it has funded 180 projects. While Congress<br />

supports ARPA-E, the levels it has appropriated<br />

have been far below those sought<br />

by the Administration. Last year, DOE proposed<br />

a budget of $600 million for ARPA-E,<br />

but Congress gave it only $<strong>27</strong>5 million.<br />

DOE’s second-biggest energy research<br />

area is the Office of Energy Efficiency &<br />

Renewable Energy. It would get $1.9 billion<br />

in funding, a 28.6% increase from last<br />

year. Vehicle R&D technologies—such<br />

as advanced batteries, improved electric<br />

recharge capabilities, lightweight materials,<br />

and efficient internal combustion<br />

engines—would get $420 million, 24.2%<br />

more than last year. Efficiency research to<br />

support advanced building technologies<br />

would receive a 41.4% funding increase to<br />

$310 million. Funding would jump 7.3%<br />

to $310 million for solar energy R&D and<br />

35.5% to $<strong>27</strong>0 million for biomass and biorefinery<br />

R&D. The budget for wind energy<br />

R&D would remain flat at $95 million.<br />

In presenting the 2013 budget, Chu cited<br />

wind as a DOE success story, noting that<br />

the agency will shift research focus from<br />

onshore to offshore wind energy. Onshore<br />

wind energy is now a mature technology<br />

and competitive with other new electricity<br />

sources, he said, whereas offshore wind<br />

energy is just getting started in the U.S.<br />

Nuclear energy faces cuts in this budget.<br />

The science component would drop 16.5%<br />

to $314 million and overall funding of the<br />

Office of Nuclear Energy would be cut<br />

10.3% to $770 million. Buried in the funds<br />

is some $60 million, Chu said, set aside for<br />

R&D to support recommendations of the<br />

Blue Ribbon Commission on America’s Nuclear<br />

Future (C&EN, Feb. 13, page 33). The<br />

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Chu’s proposed cuts notwithstanding,<br />

Congress historically has looked favorably<br />

on nuclear energy research, as well as fossil<br />

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WWW.CEN-ONLINE.ORG 43 FEBRUARY <strong>27</strong>, <strong>2012</strong>


GOVERNMENT & POLICY<br />

tion seeks $429 million, 19.7% less than the<br />

$534 million Congress appropriated in <strong>2012</strong>.<br />

However, DOE intends to use only $347 million<br />

of that amount. Most of the funding requested<br />

in the 2013 proposal would be used<br />

for coal-related research for power plant efficiency<br />

and carbon capture technologies.<br />

Echoing the President, Chu stressed<br />

support for advanced manufacturing and<br />

the need for the U.S. to ramp up manufacturing<br />

efforts. He singled out a 2013 budget<br />

request for $290 million to fund the Advanced<br />

Manufacturing Office within DOE,<br />

which is a renamed and refocused version<br />

of DOE’s Industrial Technologies Program.<br />

For more than a decade, that office has<br />

been important to the chemical industry,<br />

providing guidance and promoting industrial<br />

energy efficiency.<br />

Previous Administrations had slashed<br />

the program’s funding and discussed<br />

its elimination. In 2008, its budget was<br />

$63 million, but in 2011, Chu sought $320<br />

million and received $116 million from<br />

Congress. This year’s proposal would more<br />

than double the office’s funding.<br />

The 2013 budget does not include money<br />

for DOE’s controversial loan guarantee program,<br />

which has been under attack by Republicans<br />

in the House of Representatives.<br />

Chu continued to stress the importance<br />

of other federal programs to encourage<br />

private clean energy investments, such as<br />

the production tax credit to encourage investment<br />

in wind and solar energy projects.<br />

These programs, Chu said, have for the first<br />

time since 2008 put the U.S. ahead of China<br />

in private and government clean energy<br />

investments, with a $47 billion to $56 billion<br />

U.S. advantage in 2011.<br />

When Chu presented DOE’s 2013 budget<br />

to the Senate Energy & Natural Resources<br />

Committee on Feb. 16, he emphasized<br />

“tough choices” and cuts. Many senators,<br />

however, thought the budget was too grand<br />

and the cuts too shallow.<br />

President Obama’s budget, committee<br />

ranking minority member Sen. Lisa<br />

Murkowski (R-Alaska) said, “largely ignores<br />

the greatest threat to our economy—<br />

the more than $15 trillion debt.”<br />

She criticized Chu’s support for tax<br />

credits for new energy technologies and<br />

advanced manufacturing and efficiency programs.<br />

But she opposed efforts to remove<br />

some $4 billion in yearly tax breaks for oil<br />

and gas companies, reductions Chu had underscored<br />

in his testimony.<br />

The conflicting themes continued<br />

throughout the three hours senators<br />

NIST<br />

Research and services are slated for big gains<br />

$ MILLIONS 2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

Laboratories & services $497.4 $567.0 $648.0 14.3%<br />

Physical Measurement Laboratory 122.5 123.9 126.5 2.1<br />

Material Measurement Laboratory 98.3 106.3 124.8 17.4<br />

Information Technology Laboratory 67.1 97.0 112.9 16.4<br />

Engineering Laboratory 64.8 73.3 84.5 15.3<br />

Standards coordination & special programs 15.4 30.5 56.8 86.2<br />

Center for Neutron Research 41.5 41.5 40.9 -1.4<br />

Center for Nanoscale Science & Technology 28.1 33.1 40.2 21.5<br />

Innovations in measurement science program 20.2 20.2 20.2 0.0<br />

Corporate services 18.8 18.5 18.5 0.0<br />

Postdoctoral research associates program 11.0 13.0 13.0 0.0<br />

Strategic & emerging research initiative fund 9.7 9.7 9.7 0.0<br />

Hollings Manufacturing Extension<br />

Partnership 128.4 128.4 128.0 -0.3<br />

Construction of research facilities 69.9 55.4 60.0 8.3<br />

Advanced Manufacturing Technology<br />

Consortia 0.0 0.0 21.0 nm<br />

Technology Innovation Program 44.8 0.0 0.0 nm<br />

Baldrige Performance Excellence Program 9.6 0.0 0.0 nm<br />

TOTAL d $750.1 $750.8 $857.0 14.1%<br />

a Actual adjusted for NIST internal reorganization. b Enacted. c Proposed. d Excludes one-time revitalization funds<br />

for the Wireless Innovation Fund ($300 million) and the National Network for Manufacturing Innovation ($1 billion).<br />

nm = not meaningful. SOURCE: National Institute of Standards & Technology<br />

peppered Chu with questions. They criticized<br />

Chu for offering loans and support<br />

to clean energy companies, but equally<br />

blasted him for not offering loans, grants,<br />

and research support for industries in<br />

their particular states. The hypocrisy was<br />

bipartisan.<br />

DOE’s proposal is unlikely to survive<br />

in its current form in a deeply divided<br />

Congress during a volatile election year. In<br />

<strong>2012</strong>, Chu sought $29.5 billion and wound<br />

up with $3 billion less. —JEFF JOHNSON<br />

COMMERCE: R&D<br />

FUNDING IS UP AT<br />

NIST, DOWN AT NOAA<br />

Both research agencies of the Department<br />

of Commerce—the National Institute of<br />

Standards & Technology (NIST) and the<br />

USDA<br />

Food research takes a hit<br />

$ MILLIONS 2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

National Institute of Food & Agriculture $1,356 $1,353 $1,<strong>27</strong>1 -6.1%<br />

Agricultural Research Service 1,164 1,126 1,130 0.4<br />

National Agricultural Statistics Service 156 159 179 12.6<br />

Economic Research Service 82 78 77 -1.3<br />

TOTAL $2,758 $2,716 $2,657 -2.2%<br />

a Actual. b Enacted. c Proposed. SOURCE: U. S. Department of Agriculture<br />

National Oceanic & Atmospheric Administration<br />

(NOAA)—would receive funding<br />

boosts in the 2013 budget. The increase in<br />

NIST’s budget would keep the agency’s<br />

core internal labs on an extended budgetdoubling<br />

track.<br />

NIST would be particularly rewarded<br />

by the emphasis on manufacturing to support<br />

the economic recovery. The agency’s<br />

budget would increase 14.1%,<br />

to $857 million. Nearly half of<br />

the increase would go “to support<br />

NIST’s efforts in promoting<br />

emerging manufacturing<br />

challenges in new technology areas like<br />

biomanufacturing, nanomanufacturing,<br />

14.1%<br />

NIST<br />

advanced materials, and systems technologies<br />

like smart manufacturing,” NIST Director<br />

Patrick D. Gallagher said at a budget<br />

briefing.<br />

For example, the $45 million Measure-<br />

WWW.CEN-ONLINE.ORG 44 FEBRUARY <strong>27</strong>, <strong>2012</strong>


ment Science for Advanced Manufacturing<br />

initiative would bring NIST and industry<br />

together to identify important research areas<br />

and to set standards in different manufacturing<br />

sectors. A companion project,<br />

the Advanced Manufacturing Technology<br />

Consortia, would use its $21 million funding<br />

to provide cost-sharing grants to industry<br />

coalitions that are working to improve<br />

manufacturing and address industrywide<br />

research challenges.<br />

The 2013 proposal also includes large,<br />

one-time infusions to NIST for two mandatory<br />

projects. The National Network for<br />

Manufacturing Innovation would bring<br />

$1 billion to the lab to help develop new<br />

manufacturing technologies with broad applications.<br />

This would be a joint project with<br />

the Departments of Defense and Energy, as<br />

well as the National Science Foundation.<br />

Another $300 million, from the Wireless<br />

Innovation Fund, would support development<br />

of a reliable, secure broadband system<br />

for first responders and other public safety<br />

personnel.<br />

NIST’s internal research labs would<br />

receive substantial support as well, slated<br />

for a 14.3% increase to $648 million in<br />

2013. The Material Measurement Laboratory,<br />

which includes much of the basic<br />

chemistry research at NIST, would get a<br />

17.4% boost to $125 million. Other labs that<br />

would get double-digit increases are the<br />

Center for Nanoscale Science & Technology,<br />

up 21.5% to $40 million; the Information<br />

Technology Laboratory, up 16.4% to $113<br />

million; and the Engineering Laboratory,<br />

up 15.3% to $85 million.<br />

NOAA would receive a funding increase<br />

of 3.1%, or $154 million, bringing its total<br />

budget to $5.1 billion. But overall<br />

funding for R&D at the agency<br />

3.1%<br />

NOAA<br />

would drop 3.8%, to a proposed<br />

2013 budget of $552 million.<br />

The Office of Oceanic & Atmospheric<br />

Research, which oversees some<br />

of NOAA’s basic science, would receive a<br />

funding increase of 7.6% to $414 million<br />

in 2013. To balance this gain, several programs<br />

would be cut or canceled.<br />

The Administration continues to support<br />

a proposed reorganization of the Department<br />

of Commerce—although the 2013 budget<br />

requests are presented for the current<br />

agency structure. The reorganization would<br />

consolidate six business and trade agencies<br />

under a single Cabinet-level department<br />

and move NOAA to the Department of the<br />

Interior. None of the changes have been approved<br />

by Congress yet. —ANDREA WIDENER<br />

AGRICULTURE: RESEARCH<br />

FUNDS DECLINE<br />

The U.S. Department of Agriculture’s research<br />

budget would take a hit under the<br />

2013 proposed budget. USDA would receive<br />

$2.7 billion for agricultural R&D, a decrease<br />

of $59 million, or 2.2%, compared with <strong>2012</strong>.<br />

Four USDA agencies have jurisdiction<br />

over research: the National Institute of<br />

Food & Agriculture (NIFA), the Agricultural<br />

Research Service (ARS),<br />

the National Agricultural Statistics<br />

Service (NASS), and the<br />

Economic Research Service<br />

(ERS).<br />

NIFA, which funds extramural research,<br />

would see its budget fall to $1.3 billion, a<br />

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WWW.CEN-ONLINE.ORG 45 FEBRUARY <strong>27</strong>, <strong>2012</strong>


GOVERNMENT & POLICY<br />

decrease of $82 million, or 6.1%, compared<br />

with <strong>2012</strong>. The cuts include $129 million of<br />

Farm Bill programs that are subject to reauthorization<br />

this year.<br />

Funding for NIFA’s primary competitive<br />

research grants program, the Agriculture<br />

& Food Research Initiative, would rise to<br />

$325 million, an increase of $61 million,<br />

or 23.1%, compared with <strong>2012</strong>. AFRI’s<br />

research priorities include feedstocks for<br />

biofuel production, food security, food<br />

safety, and minimizing antibiotic resistance<br />

transmission through the food chain,<br />

nutrition, and obesity prevention.<br />

ARS, which conducts in-house research<br />

in agricultural sciences, would see its 2013<br />

budget rise to $1.1 billion, an increase of<br />

$4 million, or 0.4%, compared with <strong>2012</strong>.<br />

The increase would be used to address environmental<br />

challenges facing agricultural<br />

production and laboratory infrastructure.<br />

Agricultural statistics would get a large<br />

boost in 2013. NASS would receive $179 million,<br />

an increase of $20 million, or 12.6%. Of<br />

that increase, $3.4 million would fund county-level<br />

statistics for selected commodities.<br />

The 2013 NASS budget also includes<br />

$63 million, an increase of $20.9 million, to<br />

support the Census of Agriculture. Funding<br />

of ERS, the agency that provides economic<br />

and other social science information about<br />

agriculture, food, and the environment,<br />

would drop to $77 million, a decrease of<br />

$1 million, or 1.3%, compared with <strong>2012</strong>. —<br />

BRITT ERICKSON<br />

EPA: FUNDS FOR SCIENCE<br />

& TECHNOLOGY UP<br />

The President proposes an overall budget<br />

cut for the Environmental Protection<br />

Agency. However, he asks Congress<br />

to provide a slight increase<br />

of 1.7% to EPA’s science and<br />

technology efforts, raising this<br />

1.7%<br />

funding from nearly $794 million in <strong>2012</strong> to<br />

$807 million in 2013.<br />

“Science remains the foundation of the<br />

work of the EPA, and this budget continues<br />

our investment in cutting-edge research,”<br />

Administrator Lisa P. Jackson said at the<br />

budget rollout.<br />

The proposal includes $14 million to<br />

study the safety of hydraulic fracturing. Also<br />

known as fracking, this is a drilling method<br />

that uses sand, chemicals, and water under<br />

pressure to extract natural gas from shale.<br />

The agency seeks $6 million to continue a<br />

congressionally recommended investiga-<br />

EPA<br />

Chemical safety, pesticide licensing research to increase<br />

$ MILLIONS 2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

Sustainable communities $192.4 $170.7 $165.7 -2.9%<br />

Chemical safety & sustainability 131.4 131.3 134.7 2.6<br />

Clean air & climate 142.7 124.4 1<strong>27</strong>.1 2.2<br />

Safe & sustainable water 117.5 113.5 121.2 6.8<br />

Air, climate & energy 119.8 98.8 105.9 7.2<br />

Operations & administration 69.4 72.0 75.5 4.9<br />

Homeland security 60.6 42.0 40.1 -4.5<br />

Enforcement 16.4 15.3 15.6 2.0<br />

Pesticide licensing 6.6 6.6 7.1 7.6<br />

Indoor air & radiation 7.7 6.8 6.7 -1.5<br />

IT/data management 3.5 3.7 4.0 8.1<br />

Water—human health protection 3.7 3.8 3.6 -5.3<br />

Congressionally mandated projects 5.6 5.0 0.0 nm<br />

TOTAL $877.3 $793.7 $807.3 1.7%<br />

a Actual. b Enacted. c Proposed. nm = not meaningful. SOURCE: Environmental Protection Agency<br />

tion into whether fracking can pollute underground<br />

drinking water supplies. EPA also<br />

requests an additional $8 million to expand<br />

the research to other possible effects of<br />

fracking. “In collaboration with the Department<br />

of Energy and the U.S. Geological<br />

Survey, we will begin to assess the potential<br />

impacts of hydraulic fracturing on air quality,<br />

[surface] water quality, and ecosystems,”<br />

Jackson explained.<br />

The President’s budget also seeks an increase<br />

for chemical-related research in 2013,<br />

asking for nearly $135 million, up from $131<br />

million in <strong>2012</strong>. EPA would use $4.1 million<br />

for a type of green chemistry research called<br />

sustainable molecular design. “This effort<br />

will provide new principles for alternative<br />

chemical design and reduce the likelihood<br />

of unwanted toxic effects of nanomaterials<br />

and other chemicals,” according to budget<br />

documents. “EPA will use this program to<br />

generate the critical information needed by<br />

manufacturers to develop inherently safer<br />

processes and products that minimize or<br />

eliminate the associated adverse impacts<br />

on human health and the environment that<br />

could result from the manufacturing, use,<br />

and disposal of chemicals.”<br />

Additionally, the EPA budget proposal<br />

includes $81 million for the popular Science<br />

To Achieve Results program, which<br />

funds graduate fellowships and research<br />

grants to universities.<br />

In a belt-tightening move, the proposed<br />

budget would also do away with some<br />

research efforts at EPA. For instance, the<br />

agency would eliminate its clean car technology<br />

effort, saving $8 million, based on<br />

DATA ONLINE<br />

<strong>2012</strong> funding levels. Instead, other federal<br />

programs, including the Department of Energy’s<br />

Vehicles Technology Program, will<br />

focus on development of advanced automotive<br />

technology, budget documents say.<br />

EPA would slash another $8 million<br />

from its science and technology budget by<br />

ceasing grants for research on radon. The<br />

agency also would discontinue research on<br />

the effects of cleaning materials in schools<br />

for a savings of $1 million. —CHERYL HOGUE<br />

NASA: PLAN<br />

SCALES BACK MARS<br />

EXPLORATION ACTIVITIES<br />

The President proposes a slight drop in<br />

funds for the National Aeronautics & Space<br />

Administration in fiscal 2013.<br />

The $17.7 billion request—down<br />

0.3%, or $59 million, from <strong>2012</strong>—<br />

builds on the agency’s current<br />

0.3%<br />

space infrastructure and prioritizes technologies<br />

and capabilities for future space<br />

travel.<br />

The proposed budget, however, also<br />

includes cuts in areas such as planetary<br />

science and astrophysics to balance the<br />

requested increases. “Tough choices had to<br />

be made,” NASA head Charles F. Bolden Jr.<br />

said at the budget rollout.<br />

One area that would see funding growth<br />

is Earth science. Some $1.8 billion, up<br />

1.4%, would support NASA’s fleet of Earth<br />

observation spacecraft aimed at collecting<br />

data on climate change, the environment,<br />

and natural disasters. The 2013 budget also<br />

To view 2013 budget tables for STEM education, USGCRP,<br />

and NNI, visit this story at cen-online.org.<br />

WWW.CEN-ONLINE.ORG 46 FEBRUARY <strong>27</strong>, <strong>2012</strong>


NASA<br />

Exploration, technology development are set to grow<br />

$ MILLIONS 2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

Science $4,919 $5,074 $4,911 -3.2%<br />

Space operations 5,321 4,196 4,013 -4.4<br />

Exploration 3,928 3,721 3,933 5.7<br />

Cross-agency support 3,130 3,003 2,848 -5.2<br />

Space technology 0 548 699 <strong>27</strong>.6<br />

Construction, environmental compliance &<br />

restoration 433 486 619 <strong>27</strong>.4<br />

Aeronautics 534 569 552 -3.0<br />

Education 146 136 100 -26.5<br />

Inspector general 36 38 37 -2.6<br />

TOTAL $18,447 $17,771 $17,712 -0.3%<br />

a Actual. b Enacted. c Proposed. SOURCE: Office of Management & Budget<br />

would provide $628 million, up 21% from<br />

<strong>2012</strong>, to get the James Webb Space Telescope<br />

on schedule to launch in 2018.<br />

For human space exploration, the budget<br />

proposes $830 million to develop commercial<br />

capability to transport crew to the<br />

International Space Station. The amount<br />

would be more than twice the $406 million<br />

the program received in <strong>2012</strong>. The budget<br />

also would provide $2.9 billion for the continued<br />

development of a deep-space crew<br />

capsule and a heavy-lift rocket to launch<br />

humans into space. That amount is down<br />

about 7% from the <strong>2012</strong> level.<br />

To balance the requested increases,<br />

NASA proposes to streamline agency operations<br />

and to cut funding of the Mars<br />

robotic exploration program by nearly<br />

40%, to a total budget of $361 million.<br />

The request would also end plans for the<br />

ExoMars mission, a joint effort with the<br />

European Space Agency to explore the red<br />

planet. —SUSAN MORRISSEY<br />

INTERAGENCY<br />

INITIATIVES: EDUCATION,<br />

CLIMATE SCIENCE,<br />

NANOTECH ALL GROW<br />

The President’s emphasis on science,<br />

technology, engineering, and mathematics<br />

(STEM) education is reflected by the<br />

$3 billion he seeks for it across 13 agencies,<br />

a 2.5% increase. This budget request comes<br />

on the heels of his call for an additional<br />

1 million graduates with STEM degrees, up<br />

by 33% from current graduation rates.<br />

The Administration’s education efforts<br />

focus on two areas: improving college-level<br />

STEM education, primarily at the undergraduate<br />

level, and improving K–12 teacher<br />

effectiveness. And the funding proposals<br />

follow those lines. In total dollars, the largest<br />

boosts would be $111 million, or 21.5%, to<br />

$628 million for the Department of Education<br />

and $40 million, or 3.4%, to $1.2 billion<br />

for the National Science Foundation.<br />

The Administration also<br />

asks for more coordination<br />

between NSF and the<br />

Department of Education.<br />

For example, a new initiative<br />

to improve mathematics education at the<br />

K–12 and undergraduate levels will require<br />

collaboration between the two agencies.<br />

The $60 million initiative will be equally<br />

funded by both agencies.<br />

One focus of both the math initiative and<br />

other STEM programs is identifying efforts<br />

that have been proven to work on the small<br />

scale. “There is a great opportunity there<br />

to scale up those programs,” said Carl Wieman,<br />

associate director for science at the<br />

White House Office of Science & Technology<br />

Policy (OSTP), at a budget briefing.<br />

President Obama also proposes a 5.6%<br />

THE BUDGET PROCESS:<br />

PROPOSAL NOW GOES<br />

TO CONGRESS<br />

2.5%<br />

Education<br />

The fiscal 2013 budget now goes to the<br />

House of Representatives and Senate<br />

Appropriations Committees, where it<br />

is divided into 13 appropriations bills.<br />

Hearings will be held on each bill by<br />

various committees, and legislation will<br />

emerge that sets the levels of spending<br />

for all federal departments and agencies.<br />

The numbers approved by Congress<br />

may be very different from those<br />

originally proposed by the Administration,<br />

but historically, R&D has not been<br />

radically changed. The whole process is<br />

supposed to be completed and the bills<br />

signed by the President by Sept. 30, the<br />

last day of fiscal <strong>2012</strong>.<br />

increase in the U.S. Global Change Research<br />

Program (USGCRP), a multiagency<br />

science effort on climate change. The program<br />

was funded at $2.4 billion in <strong>2012</strong>, and<br />

the President seeks nearly $2.6 billion for<br />

it in 2013.<br />

The funding request for USGCRP represents<br />

“an affirmation of support” for federal<br />

climate-change research, says John P. Holdren,<br />

OSTP Director.<br />

The U.S. Geological Survey, which saw<br />

a significant cut in its USGCRP funding<br />

in <strong>2012</strong>, would see a major<br />

percentage increase under<br />

the President’s plan, which<br />

proposes $68 million in 2013<br />

funding, up 15.3% from <strong>2012</strong><br />

funding of $59 million.<br />

In tems of dollars, the National Aeronautics<br />

& Space Administration would see<br />

the biggest jump in USGCRP funding, up<br />

5.7%, or $79 million, to nearly $1.5 billion in<br />

2013 from just less than $1.4 billion in <strong>2012</strong>.<br />

The funding in part would support development<br />

of several research satellites.<br />

The proposed 2013 budget also would<br />

boost nanotechnology research. The National<br />

Nanotechnology Initiative<br />

(NNI), established in 2001 to coordinate<br />

nanotech R&D among<br />

25 federal agencies, would receive<br />

$1.8 billion, an increase of<br />

5.6%<br />

USGRCP<br />

4.1%<br />

NNI<br />

$70 million, or 4.1%, compared with <strong>2012</strong>.<br />

The Department of Energy and the Environmental<br />

Protection Agency would each<br />

contribute double-digit percent increases<br />

to NNI in 2013. DOE would invest a total<br />

of $443 million, an increase of $128 million,<br />

or 40.6%, compared with <strong>2012</strong>. And EPA<br />

would invest $19 million, a jump of $2 million,<br />

or 11.8%.<br />

On the other hand, the NNI contributions<br />

of Departments of Defense and Homeland<br />

Security would each decrease by double-digit<br />

percentages. DOD’s investment<br />

would fall almost 20% to $289 million, while<br />

DHS’s would drop 14.3% to $6 million.<br />

Federal agencies that participate in<br />

NNI plan to continue to invest in three<br />

signature initiatives: solar collection and<br />

conversion, sustainable nanomanufacturing,<br />

and nanoelectronics. The agencies<br />

also plan to follow the NNI environmental,<br />

health, and safety research strategy released<br />

in fall 2011 to protect public health<br />

and the environment while fostering<br />

nanotech product development and commercialization<br />

( C&EN, Oct. 31, 2011, page<br />

28). —BRITT ERICKSON, CHERYL HOGUE,<br />

ANDREA WIDENER<br />

WWW.CEN-ONLINE.ORG 47 FEBRUARY <strong>27</strong>, <strong>2012</strong>


GOVERNMENT & POLICY<br />

FDA USER FEES SWELL<br />

Agency proposes HUGE INCREASE in industrypaid<br />

fees to ensure food, drug safety<br />

BRITT E. ERICKSON , C&EN WASHINGTON<br />

UNDER PRESIDENT Barack Obama’s proposed<br />

fiscal 2013 budget , the Food & Drug<br />

Administration would receive a total of<br />

$4.5 billion—an increase of $654 million, or<br />

17.1%, compared with <strong>2012</strong>. The bulk of the<br />

increase, $643 million, would come from<br />

industry-paid user fees.<br />

In 2013, FDA would receive a total of<br />

$2.0 billion in user fees, a 48.5% increase<br />

from <strong>2012</strong>. The agency’s $2.5 billion in allocated<br />

money, on the other hand, is only<br />

0.4% higher than the <strong>2012</strong> level.<br />

The projected increase in user fees for<br />

2013 includes first-ever fees for food, food<br />

packaging, cosmetics, generic drugs, and<br />

biosimilars, or generic-like versions of<br />

complex biological drugs. Congress has to<br />

approve the proposed fees, and it also needs<br />

to reauthorize existing user fee programs<br />

for prescription drugs and medical devices<br />

by Sept. 30, the end of this fiscal year.<br />

Food safety would continue to be a priority<br />

for FDA in 2013 under the proposed<br />

budget. The agency is asking for $220 million<br />

from the food industry in new registration<br />

and inspection user fees to beef up<br />

inspections of food facilities and the review<br />

of imported food as required under the<br />

Food Safety Modernization Act.<br />

It is unclear whether Congress will go<br />

along with the proposed food-safety user<br />

fees. Similar fees were included in early<br />

versions of the food-safety legislation, but<br />

they did not make it into the final bill that<br />

was signed into law last year.<br />

Increased globalization of the foodpackaging<br />

market has also prompted FDA<br />

to propose $5 million in new user fees to<br />

support FDA’s safety review of new foodpackaging<br />

materials. And FDA is requesting<br />

$19 million in new user fees for cosmetics.<br />

The money would be used to enhance<br />

international activities, improve outreach<br />

and communications, and strengthen science<br />

in FDA’s cosmetics program.<br />

For the first time, FDA is asking for<br />

$299 million in new user fees from manufacturers<br />

of generic drugs. The money<br />

would be put toward speeding up the review<br />

of low-cost generic drugs. Under the<br />

proposed budget, FDA would also receive<br />

$20 million from manufacturers of biosimilars<br />

to help cover the cost of reviewing<br />

the safety and efficacy of those products.<br />

In terms of existing user fee programs,<br />

FDA would receive $713 million from prescription<br />

drug manufacturers, an increase<br />

of $11 million or 1.6% compared with <strong>2012</strong>.<br />

The budget proposal also includes $70 million<br />

in medical device user fees, an increase<br />

of $12 million or 20.7% compared with<br />

<strong>2012</strong>. FDA, however, is still working out the<br />

agreement with the medical device industry<br />

regarding user fees for 2013. The agency<br />

anticipates that the medical device fees will<br />

actually be higher than what is reflected in<br />

the proposed budget.<br />

It is now up to Congress to reauthorize<br />

the Prescription Drug User Fee Act and the<br />

Medical Device User Fee & Modernization<br />

Act, as well as consider the host of other<br />

fees proposed by FDA for 2013. Lawmakers<br />

in the House of Representatives are already<br />

working on legislation to authorize such<br />

fees. Rep. Tim Murphy (R-Pa.) introduced<br />

the Generic Drug & Biosimilar User Fee Act<br />

(H.R. 3988) earlier this month. Prescription<br />

drug and medical device user fee bills are<br />

expected to be introduced soon.<br />

THE HOUSE Energy & Commerce Subcommittee<br />

on Health held three hearings<br />

earlier this month to consider FDA user<br />

fees for prescription drugs, generic drugs<br />

and biosimilars, and medical devices.<br />

Members used the opportunity to address<br />

a laundry list of concerns related to FDA’s<br />

USER FEES<br />

Industry-paid fees are slated to grow significantly<br />

$ MILLIONS 2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

Prescription drug $667 $702 $713 1.6%<br />

Family Smoking Prevention & Tobacco<br />

450 477 505 5.9<br />

Control Act<br />

Human generic drug d 0 0 299 nm<br />

Food registration & inspection d 0 0 220 nm<br />

Medical device 62 58 70 20.7<br />

Animal drug 19 22 31 40.9<br />

Biosimilars d 0 0 20 nm<br />

Cosmetics d 0 0 19 nm<br />

Mammography Quality Standards Act 19 19 19 0.0<br />

Food reinspection 0 15 15 0.0<br />

Medical products reinspection d 0 0 15 nm<br />

Food recall 0 12 13 8.3<br />

Animal generic drug 5 6 8 33.3<br />

Color Certification Fund 8 8 8 0.0<br />

International courier d 0 0 6 nm<br />

Export Certification Fund 3 3 5 66.7<br />

Food-contact notification d 0 0 5 nm<br />

Priority review voucher 0 5 0 -100.0<br />

TOTAL USER FEES $1,233 $1,326 $1,969 48.5%<br />

NOTE: Totals may not sum because of rounding. a Actual. b Enacted. c Proposed. d New user fee proposed for 2013.<br />

nm = not meaningful. SOURCE: Department of Health & Human Services<br />

“We are concerned that if a national system doesn’t go into<br />

place, we run the risk of having a patchwork of state laws.”<br />

WWW.CEN-ONLINE.ORG 48 FEBRUARY <strong>27</strong>, <strong>2012</strong>


egulatory process, some of which could delay reauthorization and<br />

approval of the user fees.<br />

Rep. Joseph R. Pitts (R-Pa.), chair of the health subcommittee,<br />

has made it a goal to mark up FDA user fee legislation this spring.<br />

Amendments to the legislation, however, will likely slow its progress<br />

through Congress.<br />

For example, some Republicans—including Pitts—are pushing<br />

to add controversial language that would require FDA to promote<br />

economic competitiveness, innovation, and job creation. “Some<br />

4 million jobs in the U.S. are directly or indirectly supported by the<br />

drug industry,” Pitts pointed out at a Feb. 1 hearing on prescription<br />

drug user fees.<br />

At the hearing, Rep. Michael C. Burgess (R-Texas) questioned<br />

whether the lack of predictability in FDA’s drug approval process is<br />

driving American drug manufacturers overseas. “Does FDA’s slow<br />

approval process send venture capitalists elsewhere where they<br />

can find more stability? Is there a way to continue to streamline the<br />

approval of single-molecule drugs?” he asked.<br />

On the other side of the aisle, Rep. Henry A. Waxman (D-Calif.),<br />

ranking Democrat on the Energy & Commerce Committee, and<br />

others spoke in opposition to adding a job-creation component to<br />

FDA’s mission. “FDA should not take jobs into consideration when<br />

it is reviewing the safety and effectiveness of a new medicine,”<br />

Waxman stressed.<br />

“It appears that many of these proposals are driven by rhetoric<br />

insisting that FDA has become too demanding of companies seeking<br />

to market their drugs and devices,” Waxman said. But such<br />

claims are not backed up by data, he noted. “To the contrary, I am<br />

aware of some studies showing, for example, that FDA actually approves<br />

drugs faster than our counterparts in Europe,” he said.<br />

Other lawmakers at the hearing questioned whether FDA is<br />

putting too much weight on risk and not enough on benefit when<br />

approving new drugs and whether current conflict-of-interest provisions<br />

are making it difficult for FDA to find qualified experts to<br />

serve on drug review advisory committees.<br />

Several lawmakers also brought up the growing problem of<br />

prescription drug shortages, as well as concerns over the quality<br />

of the increasingly globalized pharmaceutical supply chain. FDA’s<br />

deputy commissioner for global regulatory operations and policy,<br />

Deborah M. Autor , emphasized the need for a federal system to<br />

track drugs throughout the supply chain. “We are concerned that if<br />

a national system doesn’t go into place, we run the risk of having a<br />

patchwork of state laws,” Autor testified.<br />

Other members of the committee focused on the safety of cosmetics,<br />

adverse effects of pharmaceuticals in children, and the lack<br />

of new antibiotics in the pharmaceutical pipeline.<br />

CONCERNS ABOUT drug shortages and the quality of the drug<br />

supply chain were also raised at a Feb. 9 hearing by the same subcommittee<br />

on user fees for generic drugs and biosimilars. Both<br />

problems are hitting the generic drug industry particularly hard.<br />

To help improve the quality of the supply chain, FDA will ensure<br />

that foreign generic drug companies are both held to the same<br />

quality standards that U.S. companies must meet and inspected biennially,<br />

Janet Woodcock, director of FDA’s Center for Drug Evaluation<br />

& Research, told lawmakers. Currently, U.S. drug facilities<br />

are inspected more often than those overseas, she acknowledged.<br />

Woodcock also explained why FDA needs to levy generic drug<br />

user fees to speed up the review process. The number of generic<br />

drug applications submitted to FDA has skyrocketed over the past<br />

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WWW.CEN-ONLINE.ORG 49 FEBRUARY <strong>27</strong>, <strong>2012</strong>


GOVERNMENT & POLICY<br />

FDA<br />

Proposed budget increases investment for food and drug safety<br />

$ MILLIONS 2011 a <strong>2012</strong> b 2013 c <strong>2012</strong>–13<br />

CHANGE<br />

Human drugs $956 $979 $1,259 28.6%<br />

Foods 836 883 1,084 22.8<br />

Center for Tobacco Products 421 455 482 5.9<br />

Devices & radiological health 378 376 387 2.9<br />

Biologics 325 329 333 1.2<br />

Headquarters & Office of the Commissioner 213 223 281 26.0<br />

Animal drugs & feeds 161 166 184 10.8<br />

National Center for Toxicological Research 61 60 59 -1.7<br />

Buildings & facilities 10 9 5 -44.4<br />

Other 329 352 412 17.0<br />

TOTAL d $3,690 $3,832 $4,486 17.1%<br />

BUDGET REQUEST $2,457 $2,506 $2,517 0.4%<br />

USER FEES $1,233 $1,326 $1,969 48.5%<br />

a Actual. b Enacted. c Proposed. d Includes industry user fees. SOURCE: Department of Health & Human Services<br />

few years. “The current backlog of applications<br />

pending review is estimated to be<br />

over 2,500,” Woodcock noted. “The current<br />

median time to approval is approximately 31<br />

months,” she said. FDA and the generic drug<br />

industry are hoping to cut that approval<br />

time to 10 months.<br />

As part of an agreement reached last<br />

fall between the generic drug industry and<br />

FDA, “we have recommended a one-time<br />

backlog fee of $50 million paid at the start<br />

of the program,” Woodcock told lawmakers.<br />

FDA would commit to clearing up the<br />

backlog within five years, she said.<br />

Any manufacturer that has a new generic<br />

drug application pending on Oct. 1 and<br />

has not received tentative approval from<br />

FDA will be subject to the one-time fee.<br />

The amount of the fee will be calculated by<br />

dividing $50 million by the total number of<br />

new generic drug applications pending on<br />

Oct. 1.<br />

As Congress moves ahead with the reauthorization<br />

of FDA user fees and consideration<br />

of new ones, the pharmaceutical<br />

and generic drug industries are urging lawmakers<br />

to avoid adding controversial provisions<br />

that would slow down the process.<br />

Some Democrats are also hoping to<br />

get the bills passed quickly. “We must<br />

reauthorize and establish these essential<br />

programs in a timely way so that FDA can<br />

do its job protecting the health and safety<br />

of America’s patients,” Waxman said at the<br />

hearing on prescription drug user fees. “It<br />

would be irresponsible to allow this legislation<br />

to become a vehicle for the wish lists of<br />

members seeking to move their own controversial<br />

bills.” ◾<br />

molecules<br />

materials<br />

an international conference<br />

on materials science<br />

in drug development<br />

WWW.CEN-ONLINE.ORG 50 FEBRUARY <strong>27</strong>, <strong>2012</strong>


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SCIENCE & TECHNOLOGY CONCENTRATES<br />

COURTESY OF MICHAEL TREACY<br />

IMMUNITY MEETS THE<br />

INTERNAL CLOCK<br />

Most organisms have a circadian clock that<br />

coordinates gene expression to the rhythm<br />

of a 24-hour cycle. Researchers led by Erol<br />

Fikrig at Yale University now report that<br />

expression of a gene required for detecting<br />

pathogenic viruses and bacteria also<br />

ebbs and flows under clock control, hitting<br />

a minimum during sleeping hours and a<br />

maximum during wakeful periods. This<br />

direct molecular link between circadian<br />

clocks and innate immune systems could<br />

help medical researchers know when a<br />

patient is most vulnerable to infection and<br />

when to administer a vaccine for optimal<br />

protection against a pathogen ( Immunity,<br />

DOI: 10.1016/j.immuni.2011.12.017 ). Fikrig<br />

and coworkers focused on expression of<br />

a gene called Toll-like receptor 9 (TLR9),<br />

which is a component of the mammalian<br />

innate immune system that acts as a first<br />

scout for invading microbes. They found<br />

that mice had a better chance of survival<br />

against pathogens when an infection happened<br />

during the animal’s wakeful hours,<br />

when TLR9 was maximally expressed. The<br />

team also found that vaccines provided<br />

better long-term protection against pathogens<br />

when the vaccine had been given during<br />

wakeful times of the day. — SE<br />

AMORPHOUS SILICON<br />

LAID BARE<br />

Amorphous silicon’s atomic structure has<br />

more order to it than previously thought,<br />

according to a report ( Science , DOI: 10.1126/<br />

science.1214780 ). The structural insights<br />

CLOSE-UP This TEM image shows<br />

amorphous silicon; a structural<br />

model is overlaid. The model contains<br />

ordered silicon clusters (red) in a less<br />

structured matrix (blue).<br />

SEMICONDUCTOR FILMS<br />

MADE ON WATER<br />

Materials scientists have demonstrated a simple, inexpensive technique<br />

for growing ultrathin semiconductor sheets on the surface of water ( ACS<br />

Nano, DOI: 10.1021/nn2050906 ). Current methods for making thin films, or<br />

nanomembranes, involve growing<br />

the materials on a solid substrate<br />

such as silicon and then etching<br />

away the substrate to release the<br />

membrane. This expensive, timeconsuming<br />

method limits the<br />

types of materials that scientists<br />

can make because the membrane’s<br />

crystal structure ends up<br />

matching that of the substrate. In<br />

the new method, Xudong Wang<br />

and colleagues at the University<br />

of Wisconsin, Madison, ditched<br />

the usual solid substrate and<br />

instead simply mixed two zinc<br />

oxide precursors in water and<br />

then added a high concentration<br />

of the surfactant sodium dodecyl<br />

sulfate. In a few hours, the water was covered with a zinc hydroxy dodecyl<br />

sulfate membrane a few hundred nanometers thick. The researchers then<br />

scooped up the film using a silicon or carbon substrate and heated it to produce<br />

a final zinc oxide film. Wang thinks the method holds promise for producing<br />

flexible electronics, light-emitting diodes, and medical sensors. — JNC<br />

H 2 N<br />

could be useful for improving solar cells<br />

or liquid-crystal displays, two of the many<br />

products for which the material has applications.<br />

Amorphous silicon is an allotrope<br />

of elemental silicon. Since the 1930s, most<br />

scientists have represented amorphous<br />

silicon’s structure by what’s called the continuous<br />

random network model,<br />

in which the silicon atoms form<br />

a disordered network and some<br />

atoms have less than fourfold coordination.<br />

The model agrees with<br />

structural data obtained by X-ray<br />

diffraction, but it isn’t consistent<br />

with data from electron microscopy.<br />

Arizona State University’s Michael M. J.<br />

Treacy and the University of Oxford’s Konstantin<br />

B. Borisenko used computer models<br />

to show that another structure—an inhomogeneous<br />

paracrystalline structure—is<br />

in better agreement with all the available<br />

data. The paracrystalline model suggests<br />

the structure consists of 1- to 2-nm ordered<br />

clusters of silicon atoms embedded in a less<br />

structured matrix of silicon atoms. — CD<br />

This micrograph shows a zinc hydroxy dodecyl<br />

sulfate membrane on a silicon substrate. The inset<br />

photo reveals the scale of the millimeters-wide<br />

film, which is floating on water in a petri dish.<br />

SELENIUM MAKES<br />

LUCIFERIN GLOW RED<br />

N<br />

S<br />

N<br />

Se<br />

O<br />

Aminoseleno-D-luciferin<br />

OH<br />

Swapping selenium for sulfur in an analog<br />

of d -luciferin makes the compound glow<br />

red, rather than the usual yellow-green<br />

gleam of d -luciferin, when it meets up with<br />

the firefly luciferase<br />

enzyme<br />

( Angew. Chem. Int.<br />

Ed., DOI: 10.1002/<br />

anie.201105653 ).<br />

Stanford University’s<br />

Nicholas<br />

R. Conley, W. E.<br />

Moerner , and coworkers developed the selenium-substituted<br />

compound, aminoseleno-<br />

d -luciferin, by replacing sulfur with<br />

selenium in amino- d -luciferin, an orangeglowing<br />

analog of the firefly’s key light-up<br />

chemical. They hoped that red-shifting the<br />

compound would allow its emission to be<br />

observed from deeper within tissue, thereby<br />

making it superior to d-luciferin in bioluminescence<br />

imaging studies. The selenium<br />

ACS NANO<br />

WWW.CEN-ONLINE.ORG 52 FEBRUARY <strong>27</strong>, <strong>2012</strong>


SCIENCE & TECHNOLOGY CONCENTRATES<br />

substitution had little effect on the compound’s<br />

ability to bind to luciferase, but it<br />

had less light output than amino- d -luciferin<br />

in in vitro studies, in part because of its<br />

lower quantum yield. In vivo, the seleniumsubstituted<br />

compound was about as good<br />

as amino- d -luciferin, presumably because<br />

of a trade-off between its greater tissue<br />

penetration and its lower quantum yield.<br />

Because 77 Se is a stable nucleus for magnetic<br />

resonance imaging (MRI), the researchers<br />

believe the compound could find use in bimodal<br />

bioluminescence-MRI studies. —BH<br />

CATALYTIC PARTICLES<br />

FEATURE SPATIAL-<br />

ACTIVITY HOT SPOTS<br />

The level of catalytic activity mediated by<br />

one type of crystal facet can vary across the<br />

surface of that facet and also among several<br />

facets of a single type. This finding by<br />

Cornell University chemists suggests that<br />

knowing the surface structure of crystalline<br />

catalyst particles alone is not sufficient<br />

for predicting activity ( Nat. Nanotechnol.,<br />

DOI: 10.1038/nnano.<strong>2012</strong>.18 ). Decades<br />

ago, researchers found that some crystal<br />

facets, or faces, of solid catalysts are more<br />

catalytically active than others. Catalyst<br />

manufacturers have used that information<br />

to fine-tune preparation methods to<br />

enhance exposure of the most active facets.<br />

Cornell’s Peng Chen and coworkers used<br />

fluorescence microscopy with single-molecule<br />

resolution to monitor light-producing<br />

catalytic reactions on gold nanorods and<br />

discovered that facet-dependent activity<br />

turns out to be unexpectedly complex.<br />

By examining hundreds of highly faceted<br />

nanorods they determined that catalytic<br />

activity within a single facet exhibits a reactivity<br />

gradient that tends to increase from<br />

the center toward the facet edges. In addition,<br />

the relative reactivities of the ends<br />

and sides of nanorods vary widely among<br />

samples even though they exhibit the same<br />

types of facets, the team reports. — MJ<br />

CHONDROITINS<br />

FREAK FISH OUT<br />

Behavioral ecologists have long noticed<br />

that when a fish is injured nearby members<br />

of the same species will rapidly flee. But<br />

how this alarm signal is transmitted has<br />

remained a mystery. Researchers led by<br />

Suresh Jesuthasan of Singapore’s Duke-<br />

SURESH JESUTHASAN<br />

A spoonful of chondroitin scares these<br />

zebra fish.<br />

NUS Graduate Medical School and the<br />

Agency for Science, Technology & Research<br />

report that one component of this chemical<br />

signal is chondroitin sulfate, a polysaccharide<br />

that is part of fish skin ( Curr. Biol., DOI:<br />

10.1016/j.cub.<strong>2012</strong>.01.061). Jesuthasan’s<br />

team studied schools of zebra fish to discover<br />

this fear factor. The researchers note<br />

there are probably other molecules involved<br />

in raising an alarm, because chondroitin sulfate<br />

is common to many species of fish but<br />

fish respond strongly only to injury signals<br />

from members of their own species. The<br />

search is now on for additional molecules<br />

that trigger species-specific alarm responses,<br />

as well as receptors in the olfactory epithelium<br />

that detect the chemicals. —SE<br />

PHOTOSWITCH MOLECULE<br />

CONTROLS PAIN<br />

A light-activated compound that resembles<br />

the anesthetic lidocaine might lead<br />

the way to future pain<br />

therapy, according<br />

to a report<br />

( Nat. Methods,<br />

DOI: 10.1038/<br />

nmeth.1897 ).<br />

Anesthetics typically<br />

suppress pain, but they<br />

take a while to wear off and<br />

are indiscriminate in<br />

which nerve cells they<br />

inhibit. Now, Richard H.<br />

Kramer of the University<br />

of California, Berkeley;<br />

Dirk Trauner of the University<br />

of Munich; and coworkers have developed<br />

a photoswitchable compound<br />

that targets specific neurons and<br />

can be turned on and off at will.<br />

N<br />

O<br />

O<br />

N<br />

+ N<br />

N<br />

H<br />

trans-QAQ<br />

500-nm<br />

light<br />

WWW.CEN-ONLINE.ORG 53 FEBRUARY <strong>27</strong>, <strong>2012</strong><br />

O<br />

380-nm<br />

light<br />

cis-QAQ<br />

They demonstrated that the lidocaine-like<br />

molecule, quaternary ammonium-azobenzene-quaternary<br />

ammonium (QAQ),<br />

blocks ion channels in pain-sensing nerve<br />

cells when in its trans form. After exposure<br />

to 380-nm light, QAQ switches to its cis<br />

form, unblocking the channels and allowing<br />

the neurons to transmit pain signals.<br />

The researchers regenerated trans- QAQ<br />

with 500-nm light. When applied to the<br />

eyes of mice along with the chili-pepper<br />

compound capsaicin, trans- QAQ slipped<br />

into the rodents’ nerve cells through the<br />

protein receptor TRPV1 and lessened the<br />

critters’ response to pain. Fiber-optic systems<br />

will be needed to use compounds like<br />

QAQ inside humans, the scientists say, but<br />

meanwhile these photoswitches can help<br />

map pain circuitry in the body. —LKW<br />

MISFOLDED PROTEINS<br />

DIRECT NANOPARTICLES<br />

N<br />

+ N<br />

N<br />

H<br />

O<br />

+ N<br />

N<br />

H<br />

In biological fluids, nanoparticles end up<br />

coated with a mixture of proteins and lipids,<br />

a process that determines the ultimate<br />

destination of the nanoparticles. By exploiting<br />

that so-called protein corona, Paul<br />

Wentworth Jr. of the University of Oxford<br />

and Scripps Research Institute and Oxford<br />

graduate students Kanlaya Prapainop<br />

and Daniel P. Witter have shown they can<br />

direct diagnostic nanoparticles to specific<br />

cell types (J. Am. Chem. Soc., DOI: 10.1021/<br />

ja300537u ). The researchers chemically<br />

modified the surface of CdSe/ZnS quantum<br />

dots with cholesterol 5,6- seco sterol<br />

atheronal-B, an inflammatory metabolite<br />

that triggers misfolding of apolipoprotein B<br />

in the corona. The conformational<br />

change<br />

+ N exposes binding sites<br />

in apolipoprotein<br />

B for receptors on<br />

the surface of macrophages,<br />

which take up the nanoparticles via<br />

receptor-mediated endocytosis. Different<br />

cell types can be targeted by<br />

using different molecules to expose<br />

binding sites for other receptors,<br />

N<br />

the researchers note. Kenneth A.<br />

Dawson , an expert on proteinnanoparticle<br />

interactions at<br />

University College Dublin, calls<br />

such reprogramming “a creative<br />

NH<br />

and inventive way of thinking of<br />

the problem—working with the<br />

corona, not trying to eliminate it<br />

but using it wisely.” — CHA


BRITISH ANTARCTIC SURVEY<br />

SCIENCE & TECHNOLOGY<br />

SCIENTISTS SCOPE<br />

OUT FRIGID LAKES<br />

Russian, American, and British teams prepare to<br />

explore lakes deep under ANTARCTICA’S GLACIERS<br />

SARAH EVERTS , C&EN BERLIN<br />

RUSSIAN SCIENTISTS made international<br />

headlines this month when they<br />

bored 3.8 km—2.5 miles—into Antarctic<br />

ice to contact an ancient lake that had<br />

been undisturbed for millions of years.<br />

They reached their target just as extreme<br />

weather conditions from the impending<br />

Antarctic winter forced them to leave the<br />

icy continent.<br />

Feted at home and internationally for<br />

an engineering feat that was 20 years in the<br />

making, the Russian scientists will have to<br />

wait until Antarctica’s<br />

next summer—a whole<br />

10 months away—before<br />

they can analyze<br />

their bounty, ancient<br />

water from Lake<br />

Vostok that gushed<br />

into their borehole.<br />

Valery Lukin , head<br />

of the Russian mission,<br />

tells C&EN that waiting<br />

nearly a year before<br />

his team can study the<br />

Lake Vostok sample<br />

will require patience<br />

similar to that of Mars<br />

mission scientists who<br />

had to wait years after<br />

a launch to get data.<br />

UNDERGROUND TREASURE<br />

Three missions to explore<br />

Antarctica’s underground lakes<br />

are in the works. Here’s how the<br />

Russian, British, and American<br />

projects stack up.<br />

The analogy is apt because anything living<br />

in the harsh conditions of Lake Vostok,<br />

possibly exotic microbes with a 15 millionyear-old<br />

pedigree, may provide clues about<br />

life on other planets.<br />

By the time Lukin and his colleagues<br />

return to Antarctica to examine their lake<br />

sample, British and American scientists will<br />

have launched their own major explorations<br />

of two other subterranean<br />

waterways on the<br />

continent. If these<br />

ANTARCTICA<br />

Lake Ellsworth<br />

South Pole<br />

1,000 miles<br />

+<br />

Lake Vostok<br />

Lake Whillans<br />

LAKE LAKE LAKE<br />

VOSTOK ELLSWORTH WHILLANS<br />

Country Russia U.K. U.S.<br />

Depth beneath ice to dig (meters) 3,769 3,000 800<br />

Time under glacier (million years) 15–25 0.1–1.0 0.1–1.0<br />

Volume of lake (km 3 ) 5,400 0.5–1.4 0.5<br />

Depth of lake (meters) 200–800 150 10–15<br />

Area of lake (km 2 ) 14,000 29 60<br />

Funding (millions of U.S. dollars) na 10.5 10.0<br />

NOTE: These are current estimates. More accurate figures will be available after explorations<br />

next year. na = not available. SOURCES: British Antarctic Survey, National Science Foundation<br />

WWW.CEN-ONLINE.ORG 54 FEBRUARY <strong>27</strong>, <strong>2012</strong><br />

ICY INVESTIGATIONS<br />

The British mission<br />

sets up to explore<br />

Lake Ellsworth, which<br />

lies 3 km below<br />

Antarctica’s ice.<br />

new explorations<br />

go according to<br />

plan, scientists<br />

on the U.S. and<br />

U.K. projects will<br />

acquire, after a<br />

few days of concentrated<br />

activity and a decade of planning,<br />

much more data about subglacial lakes than<br />

the current Russian effort is likely to—albeit<br />

on smaller, less isolated lakes. The<br />

explorations could yield information about<br />

paleoclimates; ancient, exotic microorganisms;<br />

and biogeochemical fluxes from Antarctic<br />

lakes to exterior oceans.<br />

Of the hundreds of waterways buried<br />

below Antarctic glaciers, the Americans<br />

chose to study Lake Whillans , which is<br />

“more like a river of ice than a lake,” says<br />

John C. Priscu , a Montana State University<br />

biogeochemist who is involved with the<br />

U.S. mission, which is being funded by the<br />

National Science Foundation.<br />

BECAUSE MANY of Antarctica’s subglacial<br />

water systems drain to the Southern Ocean<br />

via Lake Whillans, the water sampled there<br />

will likely contain a diverse collection of<br />

microbes from different subglacial lakes<br />

on the continent, Priscu says. The plan is to<br />

bore at least five holes to Whillans at multiple<br />

points on the water way’s trajectory to<br />

the Southern Ocean starting next November<br />

or December, he says.<br />

In particular, the American scientists<br />

will check to see how microorganisms in<br />

Whillans’ waters are metabolizing iron<br />

and how this metabolism contributes to<br />

global geochemistry cycles. “We think [the<br />

microbes] might be mining insoluble<br />

ferric iron [from the bedrock] for their<br />

metabolism and then releasing<br />

soluble iron that then flows to<br />

the ocean,” he says. If iron goes<br />

from the subglacier lakes into<br />

the Southern Ocean, then more<br />

algae can grow there, which<br />

would create a CO 2 sink, Priscu<br />

adds.<br />

This kind of subglacial microbial<br />

metabolism could be<br />

affecting the geochemistry of<br />

the surrounding ocean, and thus<br />

weather and climate, in ways<br />

that have not yet been included<br />

in climate models, says Brent C.<br />

Christner , a microbiologist at<br />

Louisiana State University involved<br />

in the U.S. mission. “This<br />

work is probably not going to


“That’s the spirit of Antarctic research.<br />

We could all go to the deepest part, get<br />

some sediment, and split the costs.”<br />

LATEST NEWS FROM<br />

C&EN AT THE<br />

INTERFACE OF<br />

CHEMISTRY AND<br />

BIOLOGY<br />

make things simpler” for climate modelers,<br />

he adds.<br />

The British mission, also set to start next<br />

November or December, is focused on Lake<br />

Ellsworth , a fjordlike lake that has been<br />

isolated from the outside world for about<br />

half a million years, says the British Antarctic<br />

Survey’s David Pearce , who is part<br />

of the U.K. project. Both Lakes Ellsworth<br />

and Vostok are isolated water systems, but<br />

Vostok is likely millions of years older and<br />

has a volume that’s about 10,000 times<br />

greater than Ellsworth, Pearce explains.<br />

“Vostok is very ancient and big, so there<br />

could be some really interesting bio diversity<br />

there,” Pearce says. “If Vostok is full of life,<br />

then Ellsworth probably is too. If either lake<br />

is sterile then this would also be incredibly<br />

interesting because there’s currently no<br />

known sterile place on Earth,” he adds.<br />

If any of the teams find microbial life in<br />

their samples, they will sequence the microbes’<br />

DNA and also try to figure out what<br />

the microbes are subsisting on, Christner<br />

says. In such bitterly cold and high-pressure<br />

environments microbes could survive<br />

off organic dust trapped in the glacier,<br />

which melts into the lake water below. Or<br />

microbes might consume minerals that are<br />

pulverized (and thus liberated) when Antarctic<br />

ice grinds over bedrock. Or the lakes’<br />

floors may be dotted with hydrothermal<br />

vents that spew hydrosulfide or iron oxide<br />

snacks to microbes nearby.<br />

BOTH THE U.K. AND U.S. teams will bore<br />

pathways through glaciers to Lakes Ellsworth<br />

and Whillans using hot water that’s<br />

been sterilized with ultraviolet light and<br />

filters. It’s a faster route than the Russians’<br />

mechanical boring route, and it doesn’t<br />

require potential contaminants such as<br />

kerosene. But so far hot-water boring has<br />

been tested only through about 2 km of ice,<br />

about two-thirds of the distance the U.K.<br />

team needs to traverse next December to<br />

reach Ellsworth but farther than the American<br />

team will have to bore down to Lake<br />

Whillans, Pearce says.<br />

A disadvantage of using hot water to<br />

reach the underground lakes is that “as<br />

soon as you create the hole it starts to<br />

freeze again,” Pearce says. His team will<br />

have a mere 24 hours to bore into the lake,<br />

sample all 150 meters of the Ellsworth<br />

water column, collect samples at the lake’s<br />

bottom, and complete a host of other experiments<br />

before the hole refreezes.<br />

Still, if successful, these experiments<br />

could yield much more data than will the<br />

sample of Vostok’s surface lake water that<br />

burst up into the borehole, which will freeze<br />

over the winter and be collected by the Russian<br />

mission next November or December.<br />

The Vostok experiment “is like going out<br />

to Lake Superior in midsummer, taking a<br />

bucket of water, and going back to the lab<br />

to analyze it,” Priscu says. “They don’t have<br />

any sediment or water column. They just a<br />

have a sip of water to study.”<br />

However, Russia’s Lukin says that his<br />

team will still be able to search for microbial<br />

life, do chemical analyses, and study the<br />

structure of the ice crystals in their frozen<br />

lake water sample. Lukin adds that the Russian<br />

team plans to send equipment deeper<br />

into the lake during the following summer<br />

season (2013–14) using a new Russiandesigned<br />

system under development. The<br />

new system will deploy equipment into<br />

the lake that has been protected from any<br />

boring chemicals as it traveled downward.<br />

Lukin takes issue with the American and<br />

British hot-water-boring technology, which<br />

he says could harm microbes in the lakes by<br />

heating them up.<br />

Pearce estimates that it could take many<br />

years to prepare for a thorough study of<br />

Lake Vostok. It took more than a decade to<br />

plan Ellsworth, he says. “Vostok has more<br />

ice to dig through, it’s much deeper and has<br />

much more water.”<br />

Priscu say that he thinks a research trip<br />

deep to Vostok’s bottom should be part of<br />

an international effort. Lukin says he’s open<br />

to discussing a cooperative mission if all the<br />

costs of exploration are shared. “That’s the<br />

spirit of Antarctic research,” Priscu says.<br />

“We could all go to the deepest part, get<br />

some sediment, and split the costs.” ◾<br />

biological<br />

SCENE<br />

An up-to-the-minute<br />

collection of news from<br />

C&EN about research and<br />

business at the interface of<br />

chemistry and biology.<br />

Coverage includes<br />

biotechnology, molecular<br />

medicine, biophysics,<br />

chemical biology,<br />

neuroscience, natural<br />

products, enzymology,<br />

and structural biology.<br />

CEN-ONLINE.ORG/<br />

BIOLOGICAL<br />

VIDEO ONLINE<br />

Learn what British scientists hope to find at the bottom of<br />

Lake Ellsworth at cenm.ag/antarctic.<br />

WWW.CEN-ONLINE.ORG 55 FEBRUARY <strong>27</strong>, <strong>2012</strong>


C&EN TALKS WITH<br />

PENNY CHISHOLM<br />

MIT BIOLOGIST discusses the benefits of public outreach<br />

CRAIG BETTENHAUSEN , C&EN WASHINGTON<br />

PROCHLOROCOCCUS is the smallest<br />

cell on the planet that can harvest<br />

energy directly from the sun. This tiny<br />

marine cyanobacterium, less than<br />

1 µm across, represents a huge portion<br />

of the ocean biomass; an estimated<br />

10 <strong>27</strong> of them roam the oceans. Yet scientists<br />

were unaware of Prochlorococcus<br />

until 1985, when Massachusetts Institute<br />

of Technology biologist Sallie<br />

W. (Penny) Chisholm and colleagues<br />

from Woods Hole Oceanographic<br />

Institution spotted a chlorophyll<br />

fluorescence coming from a tiny cell<br />

careening through the capillary tube<br />

of their flow cytometry apparatus. The discovery begat a sea change<br />

in the understanding of the ocean’s food web.<br />

In addition to its outsized role in the ecosystem, Prochlorococcus<br />

also has the smallest genome of any O 2 -evolving organism, at around<br />

2,000 genes. The portion that codes for the photosynthetic machinery—1,200<br />

genes that are conserved across the many different<br />

strains—composes the most succinct genetic picture of photosynthesis<br />

available. But even 26 years after the discovery of Prochlorococcus<br />

, though the organisms “contribute a significant fraction of global<br />

photosynthesis,” Chisholm laments, “nobody knows about them.”<br />

Chisholm perceives a gap in the public’s scientific literacy surrounding<br />

photosynthesis, which frustrates her because the process<br />

is so central to life. She points to a 1997 video produced by the Harvard-Smithsonian<br />

Center for Astrophysics, in which freshly minted<br />

Harvard University and MIT graduates are handed a seed and a log<br />

and asked where the mass of a tree comes from. The students offer<br />

water and nutrients drawn from the soil as candidates and are incredulous<br />

when presented with the idea that the vast majority of the<br />

mass is derived from CO 2 in the air.<br />

The general public “doesn’t understand photosynthesis, and<br />

they should,” Chisholm recalls venting to her friend Molly Bang, a<br />

children’s book author, in 2001. A few years later, Bang was looking<br />

for another science topic to follow up on her 2004 book “ My Light ,”<br />

which teaches children about electricity and introduces the idea<br />

that it ultimately comes from the sun. In 2005 Chisholm and Bang<br />

began work on what would become their 2009 collaboration “ Living<br />

Sunlight: How Plants Bring the Earth to Life .” It<br />

is solidly a children’s book, but kids are far from the<br />

only targeted audience. “Most adults aren’t going to<br />

buy a book about photosynthesis for themselves,”<br />

Chisholm tells C&EN, “but they might buy one for<br />

their children and read it to them.”<br />

In “Living Sunlight” Chisholm and Bang focus<br />

on photosynthesis on land, writing at a kindergarten<br />

to fifth-grade reading level about how plants<br />

absorb the sun’s rays and use that energy to convert<br />

water and CO 2 into glucose, which then feeds the<br />

JAMES M. LONG<br />

“Most adults<br />

aren’t going to<br />

buy a book about<br />

photosynthesis for<br />

themselves, but<br />

they might buy one<br />

for their children<br />

and read it to them.”<br />

WWW.CEN-ONLINE.ORG 56 FEBRUARY <strong>27</strong>, <strong>2012</strong><br />

rest of the food web. The colorful illustrations<br />

and simple text are supplemented<br />

with an appendix that is more<br />

substantial than those found in most<br />

children’s books. The pair teamed up<br />

for another book, titled “ Ocean Sunlight:<br />

How Tiny Plants Feed the Seas ,”<br />

that is slated to come out in May.<br />

The upcoming work opens by reminding<br />

readers about land plants<br />

and then asks: If life on land depends<br />

on plants and there’s all this life in the<br />

sea, where are the plants of the sea?<br />

“ ‘Ocean Sunlight’ has been the hardest<br />

thing I’ve ever done,” Chisholm<br />

says. The hardest bit was boiling her life’s work down to its essence<br />

and not letting other details sneak in. But given Chisholm’s enthusiasm<br />

for the research, she found it hard to leave the details out.<br />

In “Ocean Sunlight,” for example, Chisholm and Bang talk about<br />

bottom-up population control, the idea that the availabilities of nitrogen<br />

and phosphorus limit the growth of phytoplankton like Prochloroccus<br />

. However, top-down control, wherein predation limits<br />

populations, is mentioned only in passing. It’s complex, Chisholm<br />

says. “We’re trying to teach systems dynamics to six year olds.”<br />

WRITING CHILDREN’S BOOKS has forced Chisholm to set priorities<br />

and think holistically about how her work fits in a larger context.<br />

In much the same way, teaching undergraduate classes has helped<br />

Chisholm develop a vision for her research and a compelling way to<br />

explain its importance to scientists and laypeople alike.<br />

That broader perspective has an impact in the lab. “Thinking<br />

about the big picture,” Chisholm argues, “has become a great asset<br />

for my research. It helps me identify the fundamentally important<br />

questions—it provides a compass for our work.” Communicating<br />

with the general public pays dividends in that process, she says, and<br />

collaborating with Bang on “Living Sunlight” and “Ocean Sunlight”<br />

has been an extension of that.<br />

Because of the books, she is invited to speak at a wide range of<br />

events. For example, she gives regular talks on the MIT alumni<br />

lecture circuit, and she speaks to MIT’s Knight Science Journalism<br />

program each year. “Anytime you’re invited to do a talk for a general<br />

audience, go for it; there is no better way” to get<br />

down to the core of a scientific problem, she says.<br />

“At most universities, there are more opportunities<br />

for outreach than there is faculty interest or<br />

time,” Chisholm notes. To her, however, outreach to<br />

the general public should be a priority for scientists,<br />

right alongside the demands of research, funding,<br />

and management. “I’ve been enjoying the taxpayers’<br />

dollars for 35 years, having all this fun in the lab, so<br />

I feel it’s really important that I make every effort I<br />

can for them to understand what we learn.” ◾


Meet Dr. Robert S. Langer<br />

Dr. Robert S. Langer, the David H. Koch Institute Professor at MIT, 2006 U.S. National Medal of Science<br />

winner, 2008 Millennium Prize recipient, and the <strong>2012</strong> Priestley Medal winner, will be signing copies of<br />

C&EN at the ACS Spring National Meeting in San Diego. Dr. Langer has authored more than 1,100<br />

research papers, has approximately 800 issued and pending patents worldwide that have been licensed<br />

or sublicensed to more than 220 companies, and has had a hand in creating some 25 companies. Dr.<br />

Langer is being awarded the Priestley Medal in recognition of cutting-edge research that helped create<br />

the controlled-release drug industry and the field of tissue engineering. He will be featured on the cover<br />

of the March 26, <strong>2012</strong>, issue of C&EN.<br />

Tuesday, March <strong>27</strong>, <strong>2012</strong><br />

11:00 a.m. to Noon<br />

ACS Booth<br />

ACS Spring National<br />

Meeting & Exposition<br />

San Diego, CA


AWARDS<br />

<strong>2012</strong> ACS NATIONAL<br />

AWARD WINNERS<br />

Recipients are HONORED FOR CONTRIBUTIONS<br />

of major significance to chemistry<br />

FOLLOWING IS THE FINAL set of vignettes<br />

of recipients of awards administered by<br />

the American Chemical Society for <strong>2012</strong>. A<br />

profile of Robert S. Langer, the <strong>2012</strong> Priestley<br />

Medalist, is scheduled to appear in the<br />

March 26 issue of C&EN along with his<br />

award address.<br />

Chi-Huey Wong, winner of the Arthur<br />

C. Cope Award, and most of the other national<br />

award winners will be honored at<br />

an awards ceremony that will be held on<br />

Tuesday, March <strong>27</strong>, in conjunction with the<br />

spring ACS national meeting in San Diego.<br />

The Arthur C. Cope Scholar awardees will<br />

be honored at the fall ACS national meeting<br />

in Philadelphia, Aug. 19–23.<br />

The Arthur C. Cope Award recognizes<br />

and encourages excellence in organic<br />

chemistry; it consists of a medal, a cash<br />

prize of $25,000, and an unrestricted research<br />

grant of $150,000 to be assigned by<br />

the recipient to any university or nonprofit<br />

research institution. Each Cope Scholar<br />

Award consists of $5,000, a certificate, and<br />

an unrestricted research grant of $40,000<br />

for any university or nonprofit research<br />

institution. Arthur C. Cope and Arthur C.<br />

Cope Scholar Awards are sponsored by the<br />

Arthur C. Cope Fund.<br />

ARTHUR C. COPE AWARD<br />

“The most important figure in the development<br />

of carbohydrate synthesis using<br />

enzymatic catalysis and a major contributor<br />

to glycobiology”—that’s the way chemistry<br />

professor George M. Whitesides of Harvard<br />

University describes his former grad student<br />

and postdoc Chi-Huey Wong. Wong<br />

has earned the <strong>2012</strong> Arthur C. Cope Award<br />

for developing pioneering techniques for<br />

the chemical and enzymatic synthesis of<br />

carbohydrates and glycoproteins. These<br />

techniques have solved major problems and<br />

created new opportunities in carbohydrate<br />

chemistry and biology.<br />

Wong and coworkers have devised a va-<br />

EDITED BY SOPHIE L. ROVNER<br />

riety of innovative methods for the chemical<br />

and enzymatic synthesis of complex<br />

carbohydrates, glycoproteins, and related<br />

substances. And they have<br />

used directed evolution and<br />

genetic engineering to develop<br />

new enzymes and substrates<br />

for these syntheses.<br />

The strategies they have<br />

developed “elegantly fuse<br />

chemistry and biology into<br />

a novel, environmentally<br />

friendly approach for largescale<br />

synthesis and for the<br />

study of carbohydratemediated<br />

biological recognition<br />

reactions associated<br />

Wong<br />

with cancer, bacterial and<br />

viral infections, and immunological<br />

function,” according<br />

to chemistry professor Jeffery W. Kelly<br />

of Scripps Research Institute. The Wong<br />

group’s “groundbreaking research also<br />

laid the framework for much of the current<br />

interest in carbohydrate microarrays, posttranslational<br />

protein glycosylation, and<br />

carbohydrate-based drug discovery and<br />

vaccine design.”<br />

Wong and coworkers achieved the first<br />

synthesis of a glycoprotein and the first<br />

large-scale enzymatic synthesis of oligosaccharides.<br />

The researchers developed<br />

new aldol reactions and irreversible transesterifications<br />

that have been widely used<br />

in asymmetric synthesis.<br />

They developed a programmable approach<br />

to carbohydrate synthesis that provides<br />

a relatively fast, automated route to<br />

oligosaccharides for new cancer vaccines,<br />

carbohydrate microarrays, and other applications.<br />

And new probes they developed<br />

to identify posttranslational glycosylation<br />

modifications of proteins can be used to<br />

identify new glycoprotein markers associated<br />

with cancer and other diseases.<br />

“Chi-Huey’s contribution to carbohydrate<br />

synthesis is unmatched,” notes<br />

Ryoji Noyori, president of the Japanese<br />

research institution RIKEN. “His seminal<br />

accomplishments have totally changed the<br />

way carbohydrate research is carried out.<br />

Without him, the current level of this significant<br />

scientific field could not have been<br />

attained.”<br />

Wong, 63, received B.S. and M.S. degrees<br />

in chemistry and biochemistry at National<br />

Taiwan University. He earned a Ph.D. in<br />

organic chemistry in 1982 and worked as<br />

a postdoc, both in Whitesides’ group. He<br />

joined the faculty of Texas A&M University<br />

in 1983 and moved to Scripps in 1989. Since<br />

2006, he has also served as president of<br />

Academia Sinica, in Taipei, Taiwan.<br />

Wong’s previous honors<br />

include a 1993 Cope Scholar<br />

Award from ACS, the 1999<br />

Claude S. Hudson Award in<br />

Carbohydrate Chemistry<br />

from the ACS Division of<br />

Carbohydrate Chemistry,<br />

and the ACS Award for<br />

Creative Work in Synthetic<br />

Organic Chemistry in 2005.<br />

He could well add some<br />

other major prizes to<br />

his collection in years to<br />

come. “I believe there will<br />

eventually be new Nobel<br />

Prizes in carbohydrate<br />

biochemistry,” Whitesides<br />

notes, “and Chi-Huey will certainly be a<br />

strong candidate for one.” —STU BORMAN<br />

COURTESY OF CHI-HUEY WONG<br />

ARTHUR C. COPE<br />

SCHOLAR AWARDS<br />

Jeffrey Aubé, 53, had little exposure to<br />

chemistry while growing up.<br />

His mother was a nurse, and his father,<br />

a pipe fitter. Aubé dreamed of becoming a<br />

musician.<br />

“I wasn’t interested in chemistry when<br />

I was young,” Aubé says. “I went to college<br />

completely unencumbered by any intention<br />

of going into science.”<br />

But at the University of Miami, Aubé excelled<br />

in his chemistry courses and began<br />

conducting research in the lab of Robert E.<br />

Gawley, then a chemistry professor at the<br />

university. “All of a sudden, I was experiencing<br />

organic chemistry in a completely<br />

different way than I had seen it in class,”<br />

Aubé says. “I fell in love with research.”<br />

Aubé earned a B.S. degree in chemistry<br />

from the University of Miami and a Ph.D. in<br />

organic chemistry from Duke University.<br />

He went on to complete a postdoc at Yale<br />

WWW.CEN-ONLINE.ORG 58 FEBRUARY <strong>27</strong>, <strong>2012</strong>


University. Aubé is the first<br />

person in his family to earn a<br />

college degree.<br />

Today, Aubé is a professor<br />

of medicinal chemistry<br />

at the University of Kansas.<br />

His research group is best<br />

known for its discovery of<br />

the intramolecular Schmidt<br />

reaction, in which an alkyl<br />

azide and a ketone react to<br />

form a lactam.<br />

In the classic Schmidt reaction,<br />

a six-membered ring<br />

such as cyclohexanone can<br />

be converted into a sevenmembered<br />

ring. “If you use<br />

Aubé<br />

our variation, you can attach the azide to<br />

the cyclohexanone so your product now<br />

has two rings associated with it, and it just<br />

so happens that those kinds of two-ring<br />

structures with a nitrogen at one of the<br />

ring fusions are present in a lot of different<br />

natural products,” Aubé says.<br />

The intramolecular Schmidt reaction<br />

“allows one to consider synthesis of<br />

otherwise untouchable targets, such as<br />

the prototypical twisted amide 2-quinuclidone,”<br />

says Brian M. Stoltz, professor<br />

of chemistry at California Institute of<br />

Technology. “In my own research, we were<br />

able to construct this long-standing target<br />

only through the use of the intramolecular<br />

Schmidt reaction.”<br />

Using the intramolecular Schmidt reaction,<br />

Aubé says, members of his group have<br />

made a number of alkaloids isolated from<br />

frog toxins. They’ve also made alkaloids<br />

from traditional Chinese medicine, such<br />

as the molecule stenine. Aubé’s group was<br />

able to reduce the number of steps in its<br />

previous synthesis of stenine by more than<br />

half.<br />

“What is most impressive about Jeff is<br />

that the field learns something it did not<br />

know every time he discloses one of his<br />

publications,” says Dale L. Boger, professor<br />

of chemistry at Scripps Research Institute.<br />

Aubé continues to develop new methodologies<br />

and uses those reactions to build<br />

chemical libraries. He screens those libraries<br />

and follows up on interesting biological<br />

leads for potential drugs.<br />

“Jeffrey Aubé has consistently built<br />

a record of excellence in the development<br />

of synthetic methods and their<br />

application to the syntheses of natural<br />

products, physical organic chemistry, and<br />

bioorganic chemistry,” says Barbara N.<br />

Timmermann, professor and chair of the<br />

UNIVERSITY OF KANSAS<br />

Described by colleagues as<br />

fearless for his willingness<br />

to tackle intractable biochemical<br />

problems, Squire<br />

J. Booker is being honored<br />

with an Arthur C. Cope<br />

Scholar Award for his efforts<br />

to understand enzymes that catalyze<br />

“kinetically challenged” reactions.<br />

The enzymes that Booker studies typically<br />

use S-adenosyl-l-methionine (SAM),<br />

iron-sulfur clusters, or both to generate<br />

cellular oxidants under anaerobic conditions.<br />

The pathways arose during primordial<br />

times, when cells had to work without<br />

oxygen, Booker says. His<br />

studies require special experimental<br />

care, because<br />

much of the work must be<br />

done anaerobically—including<br />

growing crystals for X-<br />

ray crystallography.<br />

Booker’s work is “always<br />

highly original and rigorously<br />

designed and executed,” one<br />

colleague says. “I expect him<br />

to become one of the most<br />

highly regarded authorities<br />

on biological mechanisms.”<br />

An associate professor<br />

of chemistry and biochemistry<br />

and molecular biology<br />

department of medicinal<br />

chemistry at the University<br />

of Kansas. “All of these<br />

efforts are characterized<br />

by an unusual degree of<br />

creativity, attention to<br />

detail, rigor, and above<br />

all, individuality.” —LINDA<br />

WANG<br />

Booker<br />

at Pennsylvania State University, Booker<br />

started his research program by studying<br />

lipoic acid synthase, an enzyme that had<br />

stymied other researchers, says his Penn<br />

State colleague J. Martin Bollinger Jr. The<br />

enzyme produces lipoic acid, a cofactor<br />

used by several other enzymes, by inserting<br />

sulfur atoms into octanoic acid through a<br />

mechanism involving a SAM-derived radical.<br />

Booker and coworkers found that the<br />

sulfur atoms are sourced from a sacrificed<br />

iron-sulfur cluster.<br />

More recently, Booker studied SAM-dependent<br />

methylation of RNA carbon atoms<br />

that are normally considered inert to such<br />

reactions. Both of the enzymes he studied<br />

methylate RNA in bacterial ribosomes; one<br />

group promotes normal ribosome func-<br />

tion and the other promotes antibiotic<br />

resistance. Booker and colleagues found<br />

that the methylation mechanism involves<br />

a ping-pong reaction in which the enzymes<br />

first transfer a methyl group from SAM to a<br />

cysteine residue, then a second SAM generates<br />

a 5'-deoxyadenosyl radical that relocates<br />

the methyl from the cysteine to the<br />

adenosine base through a radical-addition<br />

mechanism.<br />

Booker has also studied a bacterial<br />

enzyme that uses iron-sulfur clusters to<br />

make quinolinic acid as part of the bacterial<br />

biosynthetic pathway for nicotinamide<br />

adenine dinucleotide (NAD + ), a common<br />

cellular cofactor. One of his findings is that<br />

the amount of oxygen available regulates<br />

one of the enzymes in the NAD + synthetic<br />

pathway through a dithiol/disulfide redox<br />

switch: In the disulfide form, the enzyme<br />

activity is 10 times as much as when it’s in<br />

the dithiol form. That makes sense, Booker<br />

says, because bacteria require higher concentrations<br />

of NAD + to grow in aerobic<br />

conditions. His group continues to tease<br />

out the details of the switch<br />

and the enzyme’s catalytic<br />

chemistry.<br />

Booker, 46, earned a B.A.<br />

degree with a concentration<br />

in chemistry from<br />

Austin College in 1987 and<br />

a Ph.D. in chemistry from<br />

Massachusetts Institute of<br />

Technology in 1994.<br />

Aside from Booker’s<br />

laboratory successes, he is<br />

lauded for his mentorship<br />

and ability to turn students<br />

into outstanding scientists.<br />

Booker’s combination of<br />

critical analysis and interpersonal<br />

skills also puts him in demand for<br />

service to Penn State as well as the broader<br />

chemistry community. Booker rarely refuses<br />

a request for his time, Bollinger says, “he<br />

is as unselfish and community-minded as he<br />

is scientifically gifted.” —JYLLIAN KEMSLEY<br />

PENN STATE U DEPARTMENT OF CHEMISTRY<br />

Timothy F. Jamison’s penchant for making<br />

and mixing things can be traced back<br />

to his part-time job in high school at<br />

Swensen’s, an ice cream parlor where he<br />

made 100 or so gallons of the treat on a<br />

typical afternoon.<br />

At age 44, Jamison is still enamored<br />

with making and mixing things, but of a<br />

different kind. Inspirational high school<br />

teachers and a formative undergraduate research<br />

experience convinced him to trade<br />

WWW.CEN-ONLINE.ORG 59 FEBRUARY <strong>27</strong>, <strong>2012</strong>


ACS AWARDS NEWS<br />

ice cream for more challenging synthetic<br />

targets. Now, as a chemistry professor at<br />

Massachusetts Institute of Technology,<br />

Jamison develops new synthetic methods<br />

and uses them to make natural products.<br />

“Tim Jamison has made numerous substantial<br />

contributions to<br />

the array of synthetic methods<br />

available to organic<br />

chemists,” says fellow MIT<br />

organic chemist Stephen L.<br />

Buchwald.<br />

The cornerstone of<br />

those contributions is<br />

nickel. The Jamison lab has<br />

devised nickel-catalyzed<br />

transformations for reductively<br />

coupling alkynes with<br />

aldehydes, for combining<br />

α-olefins with aldehydes,<br />

and for coupling alkynes and<br />

alkenes with epoxides.<br />

The last reaction goes<br />

Jamison<br />

against the normal dogma that both reactants<br />

need a multiple bond for the coupling<br />

reaction to proceed with low-valent metals,<br />

Buchwald says.<br />

To demonstrate the power of these nickel-catalyzed<br />

synthetic reactions, Jamison<br />

has used them to complete “a number of innovative<br />

and efficient total syntheses of interesting<br />

natural products,” Buchwald says.<br />

Among them is a route to terpestacin, a<br />

molecule isolated from a fungus that has<br />

been shown to inhibit angiogenesis and<br />

interfere with HIV infection mechanisms.<br />

Jamison’s team members used their nickel<br />

chemistry to stitch together the natural<br />

product’s 15-member macrocycle and<br />

to correct the structure of its purported<br />

diastereomer.<br />

His team later used nickel methods<br />

to diastereoselectively construct the<br />

18- member macrocycle of amphidinolide<br />

T1, a marine natural product with<br />

antitumor properties. And they used their<br />

nickel-based strategies to build acutiphycin,<br />

a macrocycle of similar size and activity<br />

isolated from blue-green algae.<br />

More recently, Jamison “obtained the<br />

first real solution to the 20-year-old problem<br />

of modeling the chemistry proposed by<br />

Columbia University’s Koji Nakanishi for<br />

the biosynthesis of ladder polyether natural<br />

products,” Buchwald says.<br />

Ladder polyethers are behind the toxic<br />

algae blooms commonly known as red<br />

tides. Back in 1985, Nakanishi proposed that<br />

the algae made such ladder polyethers by<br />

way of a cascade of enzyme-catalyzed epox-<br />

ide-opening reactions. Two decades later,<br />

after many other chemists had tried and<br />

failed, Jamison’s team managed to model<br />

Nakanishi’s proposed chemistry. The key<br />

was carrying out the chemistry in water at<br />

neutral pH—just as nature does.<br />

Jamison’s team went<br />

on to demonstrate that its<br />

epoxide cascade chemistry<br />

can be used to make various<br />

natural products containing<br />

ladder polyether motifs.<br />

A native of northern<br />

California, Jamison got his<br />

undergraduate degree in<br />

chemistry at the University<br />

of California, Berkeley. A<br />

Fulbright fellowship then<br />

took him to the Swiss Federal<br />

Institute of Technology<br />

(ETH), Zurich. He then<br />

completed his graduate<br />

degree in chemistry as well<br />

as a postdoc at Harvard University. He<br />

started his independent career in 1999 at<br />

MIT, where he has remained ever since. —<br />

AMANDA YARNELL<br />

MEGHAN M. JAMISON<br />

Cleaning glassware—it is a task most<br />

chemists would file under “drudgery.” But<br />

Anna K. Mapp sees it differently. While a<br />

premed student at Bryn Mawr College, the<br />

place where Arthur C. Cope got his start as<br />

a faculty member, Mapp’s sudsy work-study<br />

job eventually spurred a change of heart. As<br />

her college years progressed,<br />

she worked her way up from<br />

glassware washing to synthetic<br />

studies of Taxol. By<br />

the end of her senior year,<br />

Mapp realized she didn’t<br />

want to go to medical school<br />

anymore. “I knew I wanted<br />

to stay in research, because<br />

that was what I loved,” she<br />

says.<br />

Today, Mapp, 41, does<br />

what she loves at the University<br />

of Michigan, Ann Arbor.<br />

Her lab specializes in understanding<br />

the chemistry<br />

behind gene regulation.<br />

Mapp<br />

Mapp’s route to chemical biology began<br />

at the University of California, Berkeley,<br />

where she delved into total synthesis for<br />

her doctorate with Clayton H. Heathcock.<br />

She then studied nucleic acid recognition<br />

as a National Institutes of Health postdoctoral<br />

fellow with Peter B. Dervan. She began<br />

her independent career at Michigan in<br />

2000. The university “has a long tradition<br />

of supporting multidisciplinary research,”<br />

Mapp says. “It seemed like a great place to<br />

be able to evolve and grow.”<br />

In a few short years, Mapp was making<br />

the conference rounds, describing the<br />

artificial transcription factors her team<br />

could fashion from small molecules. It was<br />

at one such conference that her science<br />

captivated Jon Clardy of Harvard Medical<br />

School, an expert in the chemical biology of<br />

natural products.<br />

“I was blown away by the clarity of her<br />

ambition, of where she wanted to go,” Clardy<br />

says. Fast-forward to today, and “she’s<br />

pretty much done it, just the way she said<br />

she would,” he adds. “Anna exemplifies the<br />

best of what chemical biology can be.”<br />

“In my 40-year career at Berkeley, I<br />

had the good fortune to be associated<br />

with a host of excellent students,” says<br />

Heathcock, now an emeritus professor<br />

there. “The one that has given me the<br />

greatest pride is Anna Mapp.”<br />

Mapp “has done incisive and meaningful<br />

experiments while adroitly avoiding the<br />

morass that can plague work in biological<br />

systems,” adds chemical biologist Ronald<br />

T. Raines of the University of Wisconsin,<br />

Madison. “She is a star!”<br />

Award committees agree, having presented<br />

Mapp with a Presidential Early<br />

Career Award for Scientists & Engineers,<br />

a Sloan Research Fellowship, and a National<br />

Science Foundation CAREER award,<br />

among other prizes.<br />

Beyond making artificial<br />

transcription factors,<br />

Mapp’s team tries to understand<br />

both the thermodynamics<br />

and kinetics<br />

that govern gene activation.<br />

She’d like to see her<br />

work translate into more<br />

therapeutics that target<br />

transcription. Controlling<br />

transcription factors that<br />

feature small-molecule<br />

binding pockets, such as<br />

the androgen receptor, is<br />

relatively straightforward<br />

today, Mapp says. “But<br />

most transcription factors aren’t regulated<br />

by small-molecule binding,” she says. “So<br />

you’re losing out on a lot of good targets.”<br />

When she isn’t fishing for transcriptional<br />

binding partners, Mapp likes to fish<br />

in the more traditional sense. Last summer,<br />

she taught her son to fly-fish, just as her<br />

father taught her. —CARMEN DRAHL<br />

ADAM J. MATZGER<br />

WWW.CEN-ONLINE.ORG 60 FEBRUARY <strong>27</strong>, <strong>2012</strong>


Like all Dutch students, E. W. (Bert) Meijer<br />

had to decide upon a major before he<br />

could begin his university studies in the<br />

Netherlands. With his natural aptitude for<br />

science, Meijer could have easily chosen<br />

physics or biology. But he settled upon<br />

chemistry, he says, because it was rooted<br />

in physical laws but also required one’s<br />

imagination.<br />

Imagination, it turns out, has played<br />

an important part in<br />

Meijer’s career. For his<br />

“creative and visionary<br />

use of supramolecular<br />

interaction to create<br />

novel functional self-assembled<br />

architectures,<br />

which has introduced<br />

new materials and the<br />

concept of multistep<br />

noncovalent synthesis,”<br />

Meijer is being honored<br />

with this award.<br />

For the past 20 years,<br />

Meijer<br />

Meijer, who is 56, has been teaching and<br />

conducting research at Eindhoven University<br />

of Technology, in the Netherlands.<br />

He is currently Distinguished University<br />

Professor of Molecular Sciences, professor<br />

of organic chemistry, and director of the Institute<br />

for Complex Molecular Systems.<br />

But Meijer took a major detour before<br />

beginning his academic career. After completing<br />

his doctoral studies in traditional<br />

organic chemistry at the University of<br />

Groningen, in the Netherlands, Meijer<br />

spent a decade as an industrial researcher<br />

in his home country, working at Philips<br />

Research Laboratories in Eindhoven and<br />

at DSM Research in Geleen. “Due to that<br />

detour,” he says, “I came to the conclusion<br />

that I could really bring something additional<br />

to materials science if I used a purely<br />

organic chemistry approach.”<br />

Indeed, by bringing his organic chemistry<br />

skill set to materials science, Meijer<br />

has introduced a new class of dendrimers<br />

and has developed the concept of supramolecular<br />

electronics and supramolecular<br />

polymers. More recently, Meijer has been<br />

working in the area of complex molecular<br />

systems. The challenge in this new area of<br />

organic chemistry is to create multicomponent<br />

functional systems by combining<br />

covalent and noncovalent synthesis.<br />

“I think the strength of chemistry is<br />

making things,” Meijer says. “For centuries,<br />

it was making molecules. For the future,<br />

it will be synthesizing objects out of more<br />

than one molecule.”<br />

Meijer has “contributed enormously to<br />

the evolution of chemistry by exploring<br />

and developing the field of supramolecular<br />

chemistry and closing the gap between<br />

organic chemistry and materials science,”<br />

says Craig J. Hawker, a materials science<br />

and chemistry professor at the University of<br />

California, Santa Barbara.<br />

“There are few who can boast Meijer’s<br />

conceptual impact in the areas of dendrimers,<br />

conducting<br />

polymers, chiral<br />

assembly and recognition<br />

of polymers,<br />

self-assembly, and<br />

dynamic noncovalent<br />

macromolecules,”<br />

adds Massachusetts<br />

Institute of Technology<br />

chemistry<br />

professor Timothy<br />

M. Swager. “Bert is<br />

generally the first<br />

to make a discovery,<br />

authoritatively characterize the properties,<br />

and establish a new paradigm.”<br />

“The biggest hurdle that you have is<br />

to continuously go out of your comfort<br />

zone,” Meijer says of his success pushing<br />

the boundaries of science. “But that’s what<br />

keeps me excited.”<br />

In addition to his research and teaching,<br />

Meijer often speaks about science to the<br />

general public. He gives talks to schoolchildren<br />

and even gave a lecture at the Lowlands<br />

outdoor music festival in the Netherlands,<br />

speaking about why we cannot make<br />

life in the lab. —BETHANY HALFORD<br />

DSM RESEARCH<br />

Over a career that spans five decades, David<br />

I. Schuster has tackled chemical challenges<br />

as varied as mechanistic organic photochemistry,<br />

the molecular basis of schizophrenia,<br />

the chemical reactivity of fullerenes,<br />

and most recently,<br />

solar energy conversion.<br />

Schuster, a New York<br />

City native, says his interest<br />

in chemistry began with<br />

his high school chemistry<br />

class in Far Rockaway. As an<br />

undergraduate at Columbia<br />

University, he frequently<br />

tutored his classmates and<br />

found that teaching came to<br />

him as naturally as chemistry<br />

did. Schuster went to California<br />

Institute of Technology<br />

for his graduate work, studying<br />

with John D. Roberts to Schuster<br />

earn a Ph.D. in chemistry and physics. He<br />

then caught the organic photochemistry<br />

bug, and at the urging of Caltech chemistry<br />

professor George S. Hammond, he went to<br />

the University of Wisconsin, Madison, to do<br />

postdoctoral studies with Howard E. Zimmerman.<br />

Their work together is regarded<br />

as a landmark in the field. In the fall of 1961,<br />

Schuster joined the faculty at New York University,<br />

where he would spend his entire career,<br />

officially retiring at 70 in 2005 to devote<br />

himself to research as a professor emeritus.<br />

Schuster has worked in many areas of<br />

chemistry, but it’s his contributions to the<br />

fundamental understanding of photochemical<br />

and photophysical phenomena that are<br />

being recognized with this award. “Over<br />

his long and distinguished career, Schuster<br />

has made monumental contributions to the<br />

understanding of the reactions of electronically<br />

excited states of organic molecules,”<br />

says Caltech chemistry professor Harry B.<br />

Gray. “Indeed, he is among the pioneers of<br />

mechanistic organic photochemistry.”<br />

“It was a fun time,” Schuster says of his<br />

organic photochemistry work during the<br />

1960s, ’70s, and early ’80s, “when we and<br />

others were discovering the rules of photochemistry.<br />

We were trying to understand<br />

how and why reactions occur and how one<br />

can change the course of photochemical<br />

reactions in organic systems.”<br />

More recently, Schuster has been creating<br />

nanoscale functionalized interlocked<br />

molecules, such as rotaxanes and catenanes.<br />

These systems feature peripheral electron<br />

donors, such as porphyrins, with C 60 as the<br />

electron acceptor, for study of the dynamics<br />

of long-range photoinduced electron-transfer<br />

processes and energy storage.<br />

In addition to his research accolades,<br />

Schuster has an “unparalleled track record<br />

in teaching and mentoring scientists, especially<br />

undergraduates,” according to his<br />

former student Phil S. Baran,<br />

a chemistry professor at<br />

Scripps Research Institute.<br />

Schuster has mentored 53<br />

Ph.D. students, at least 15<br />

postdocs, and more than<br />

150 undergraduates—an experience<br />

he has found “extremely<br />

gratifying.” He is, in<br />

fact, far more eager to talk<br />

about his students’ achievements<br />

than his own.<br />

Schuster has continued<br />

doing research since his<br />

retirement, publishes frequently,<br />

and gives invited<br />

COURTESY OF DAVID SCHUSTER<br />

WWW.CEN-ONLINE.ORG 61 FEBRUARY <strong>27</strong>, <strong>2012</strong>


AWARDS<br />

lectures, but he has scaled back his time<br />

at NYU to explore other passions. He is a<br />

talented pianist and also volunteers weekly<br />

at the New York Philharmonic Archives. He<br />

strongly believes that keeping busy keeps<br />

him young. “For 76, I’m doing quite well,”<br />

he says. “My memory is excellent, and I still<br />

have a full head of hair with only a tinge of<br />

gray.” —BETHANY HALFORD<br />

Scott A. Snyder knows just how important<br />

it is to expose young people to research<br />

experiences.<br />

Now a natural products chemist and an<br />

associate professor of chemistry at Columbia<br />

University, Snyder, 35, credits his parents<br />

with fostering his interests in math and science.<br />

Snyder’s mother is a high school calculus<br />

teacher, and his father is a biochemistry<br />

professor at the State University of New<br />

York, Buffalo. Snyder recalls that growing<br />

up, he spent many days experimenting in his<br />

father’s research lab.<br />

That preparation paid off. In high<br />

school, Snyder was selected to attend the<br />

U.S. National Chemistry Olympiad study<br />

camp. He says the experience allowed him<br />

to meet other high school students who<br />

were excited about chemistry.<br />

By the time Snyder<br />

began his undergraduate<br />

studies at Williams College<br />

in Williamstown, Mass., he<br />

had made up his mind to become<br />

a chemist.<br />

Snyder went on to earn a<br />

Ph.D. from Scripps Research<br />

Institute, where he worked<br />

under the guidance of K. C.<br />

Nicolaou on the chemistry<br />

and biology of the marinederived<br />

antitumor agent<br />

diazonamide A. He and<br />

Nicolaou also coauthored<br />

the textbook “ Classics in<br />

Snyder<br />

Total Synthesis II,” which is one of the bestselling<br />

graduate titles in chemistry.<br />

Snyder then completed a postdoc at<br />

Harvard University in the lab of Nobel<br />

Laureate E. J. Corey, with whom he accomplished<br />

the enantioselective total synthesis<br />

of four members of the dolabellane family<br />

of natural products.<br />

At Columbia, Snyder is developing<br />

new strategies for the total synthesis of<br />

complex, stereochemically dense natural<br />

products derived from resveratrol, a molecule<br />

found in red wine that is believed to<br />

have a number of health benefits. His group<br />

has also developed a number of reagents<br />

to prepare halogenated natural products.<br />

To date, the group has completed the total<br />

synthesis of more than 40 compounds.<br />

“Scott’s creativity and inventiveness,<br />

and his ability to look at total synthesis<br />

from a totally different<br />

perspective than that of the<br />

best-known organic chemists,<br />

represent his greatest<br />

strengths,” says Madeleine<br />

M. Joullié, a professor of<br />

chemistry at the University<br />

of Pennsylvania. “He appears<br />

to have a unique talent<br />

to harvest all the known<br />

chemical knowledge and<br />

reduce it to its simplest and<br />

most elegant form, and he<br />

can visualize the most complicated<br />

molecules in terms<br />

of very simple concepts that<br />

require few steps.”<br />

EILEEN BARROSO/COLUMBIA U<br />

Tang<br />

Snyder’s projects “have had deep impact<br />

on both synthetic design and methods<br />

development, evidenced not only by total<br />

citations but also by their routinely being<br />

among the most highly read papers in both<br />

JACS and Angewandte Chemie,” says Nicolaou,<br />

chair of the chemistry<br />

department at Scripps. “It<br />

is clear that Snyder has developed<br />

a truly unique synthesis<br />

style and is already a<br />

leader in his field.”<br />

In addition to his research,<br />

Snyder is helping to<br />

foster the next generation of<br />

scientists by providing opportunities<br />

for high school<br />

and undergraduate students<br />

to work in his lab. “Having<br />

had that chance to do research<br />

[when I was a young<br />

student] was a key factor<br />

in my decision to become a<br />

chemist,” he says. “I try to do the same for<br />

others each summer.” —LINDA WANG<br />

Influenced by his father’s work as a polymer<br />

chemist, Yi Tang developed an early<br />

interest in the chemical sciences. He began<br />

by studying chemical engineering, earning<br />

a bachelor’s degree at Pennsylvania State<br />

University in 1997.<br />

Later, as he pursued a Ph.D. in chemical<br />

engineering under David A. Tirrell at<br />

California Institute of Technology, Tang<br />

developed a passion for chemical biology.<br />

After reading about Chaitan Khosla’s work<br />

producing erythromycin in Escherichia coli<br />

in 2001, Tang says, “I decided to pursue the<br />

field of natural product biosynthesis and<br />

went on to do a postdoc with him” at Stanford<br />

University.<br />

At 35, Tang, a professor in both the<br />

chemical and biomolecular<br />

engineering department<br />

and in the chemistry and<br />

biochemistry department<br />

at the University of<br />

California, Los Angeles,<br />

has already “elucidated<br />

fundamental aspects of<br />

the biosynthesis of natural<br />

products,” says Tirrell,<br />

professor of chemistry and<br />

chemical engineering at<br />

Caltech.<br />

Tang has made discoveries<br />

“that have provided new<br />

approaches to control of<br />

biosynthesis by reconstituting<br />

the enzyme clusters needed for in<br />

vitro biosynthesis of natural products and<br />

semisynthetic derivatives of active drugs,”<br />

Tirrell adds.<br />

Tang’s most important contribution involves<br />

fungal iterative polyketide synthases—enzymes<br />

that use a unique set of biochemical<br />

rules in the synthesis of complex<br />

polyketides, Tirrell says. Although these enzymes<br />

had previously been identified, Tang<br />

has made important contributions to their<br />

understanding. “He has developed a beautiful<br />

in vitro platform to dissect the function<br />

of a 300-kilodalton enzyme that catalyzes<br />

over 50 steps to synthesize the complex<br />

natural product lovastatin,” Tirrell explains.<br />

“That goal has been actively pursued<br />

for the last 15 years, but prior to Tang’s<br />

work, no one had been able to accomplish<br />

complete biochemical reconstitution.”<br />

Tang’s work on the lovastatin pathway<br />

also led to a chemoenzymatic process for<br />

the production of simvastatin, a semisynthetic<br />

derivative of lovastatin and the active<br />

ingredient in the multi-billion-dollar, cholesterol-lowering<br />

drug Zocor, Tirrell says.<br />

The process developed in Tang’s laboratory,<br />

which has been adopted by industrial<br />

biotech company Codexis, will significantly<br />

decrease the cost of making this drug.<br />

During his career, Tang has made a major<br />

impact on the study of assembly of biologically<br />

important natural products, especially<br />

polyketides and alkaloids, says John C.<br />

Vederas, a professor of chemistry at the<br />

University of Alberta. “He has great depth<br />

of understanding of biochemical reaction<br />

mechanisms, elegant original concepts for<br />

COURTESY OF YI TANG<br />

WWW.CEN-ONLINE.ORG 62 FEBRUARY <strong>27</strong>, <strong>2012</strong>


execution of very difficult experiments, and<br />

phenomenal insight into genetic manipulation<br />

and protein expression in both eukaryotes<br />

and prokaryotes.”<br />

Not surprisingly, Tang has already received<br />

many awards during his career, including<br />

the Society for Industrial Microbiology<br />

& Biotechnology Young Investigator<br />

Award, the American Institute of Chemical<br />

Engineers’ Allan P. Colburn Award, and<br />

a Sloan Research Fellowship. He is “very<br />

honored” to have been chosen to receive<br />

this award, he says. “It feels very special<br />

to be recognized by the organic chemistry<br />

community for my work in the burgeoning<br />

field of natural products biosynthesis.” —<br />

SUSAN AINSWORTH<br />

The sight of spacecraft piercing the sky<br />

inspired a generation. Some, like Michael<br />

R. Wasielewski, were not content to sit in<br />

idle wonder—they had to know how it was<br />

done. Wasielewski’s curiosity about the<br />

processes that drive rocket propulsion attracted<br />

him to the field of chemistry.<br />

After completing his Ph.D. in 1975 with<br />

Leon M. Stock at the University of Chicago,<br />

Wasielewski did postdoctoral research<br />

with Ronald Breslow at Columbia University,<br />

where he became interested in the<br />

use of biomimetic methods to explore the<br />

chemistry of photosynthetic systems.<br />

Today, as the Clare Hamilton<br />

Hall Professor of Chemistry<br />

at Northwestern University,<br />

Wasielewski leads a<br />

lab that is at the cutting edge<br />

of artificial-photosynthesis<br />

research. His group uses ultrafast<br />

transient absorption<br />

spectroscopy, time-resolved<br />

electron paramagnetic<br />

resonance spectroscopy, and<br />

synchrotron-based X-ray<br />

scattering, among other<br />

techniques, to characterize<br />

the behavior of photogenerated<br />

electrons in organic Wasielewski<br />

systems. Wasielewski is also<br />

director of the Department of Energy-sponsored<br />

Argonne-Northwestern Solar Energy<br />

Research Center (ANSER). He also holds an<br />

appointment at Argonne as a senior scientist<br />

at the Center for Nanoscale Materials.<br />

His work using structural techniques<br />

to relate structure and function in organic<br />

donor-acceptor systems led to his nomination<br />

for this year’s award. Wasielewski<br />

“pioneered the strategy of using electron<br />

donor-acceptor molecules<br />

having well-defined molecular<br />

architectures to successfully<br />

mimic photosynthetic<br />

systems, leading to<br />

long-lived, efficient charge<br />

separation and storage,”<br />

Northwestern colleague<br />

Mark A. Ratner says.<br />

In addition to carrying<br />

out mechanistic studies of<br />

photosynthesis, Wasielewski’s<br />

team is also developing<br />

new materials with potential<br />

applications in solar<br />

energy production. Early<br />

results suggest that the<br />

materials might exhibit “singlet fission.”<br />

In this process, the absorption of a photon<br />

produces two electron-hole pairs instead<br />

of the single pair normally produced. This<br />

enhancement could increase the maximum<br />

NANCY J. WASIELEWSKI<br />

FORUM ON POLYMERS FOR AEROSPACE APPLICATIONS<br />

This collection of articles highlights the significant progress<br />

that continues to be made in the development of new<br />

polymers for aerospace applications and the need for more<br />

research to meet future challenges.<br />

Available online now!<br />

pubs.acs.org/acsami<br />

WWW.CEN-ONLINE.ORG 63 FEBRUARY <strong>27</strong>, <strong>2012</strong>


AWARDS<br />

theoretical efficiency of solar cells made<br />

from the materials by as much as 30%.<br />

Wasielewski’s lab is also investigating<br />

quantum effects in organic materials with an<br />

eye toward quantum computing. His group<br />

is exploring a phenomenon known as “spin<br />

teleportation,” wherein the quantum state<br />

of a molecule at one location can be replicated<br />

at another location. With his organic<br />

materials, he says, his team is close to accomplishing<br />

this feat with light and to read<br />

the teleported states using microwave pulse<br />

sequences. The use of organic materials offers<br />

the potential to “deploy the arsenal of<br />

organic chemistry, including the tools of selfassembly,”<br />

to make materials for massively<br />

parallel computational systems, he says.<br />

Wasielewski was elected as a fellow of<br />

the American Association for the Advancement<br />

of Science in 1995. His recent honors<br />

include the 2004 Inter-American Photochemical<br />

Society Award in Photochemistry,<br />

the 2006 James Flack Norris Award in<br />

Physical Organic Chemistry from ACS, and<br />

the 2008 Porter Medal.<br />

When asked to sum up his work,<br />

Wasielewski says, “The magic word is multidisciplinary.”<br />

His research demands expertise<br />

in organic, physical, inorganic, and<br />

materials chemistry, as well as instrumentation.<br />

Jovan Giaimuccio, a former group<br />

member now at Independent Project Analysis,<br />

says, “The opportunity to be exposed to<br />

so many advanced forms of scientific experimentation<br />

gives Mike’s students the ability<br />

to discern scientific discovery from experimental<br />

artifact.” —CRAIG BETTENHAUSEN<br />

For young Jin-Quan Yu, his favorite chore<br />

was like a mystical quest. Every month, he’d<br />

trek to a store 2 miles from his home in a<br />

remote village in southeast China to collect<br />

free salt for his family. The vendor would<br />

give Yu empty linen bags that once contained<br />

kilograms of salt. He’d take the bags<br />

home, wet them, and evaporate the water to<br />

collect the salt crystals that emerged, as if<br />

by magic. Yu says he wasn’t thinking about<br />

chemistry then, but he’s pretty sure the experience<br />

was the first indication that he had<br />

“good lab hands.”<br />

Yu, 46, has since put<br />

his hands to use in C–H<br />

activation, arguably the<br />

hottest area of organometallic<br />

chemistry. He is “a<br />

phenom,” says University<br />

of California, Berkeley, organometallic<br />

chemist John<br />

F. Hartwig. “This guy is on<br />

fire and full of ideas.”<br />

A desire to study medicine<br />

led Yu to earn a bachelor’s<br />

degree in chemistry<br />

at Shanghai’s East China<br />

Normal University. “In the<br />

village it could get really<br />

Yu<br />

scary if you were ill,” Yu recalls. “We pretty<br />

much relied on Chinese herb extracts.”<br />

Yu earned his master’s under Shu-De Xiao<br />

at the Guangzhou Institute of Chemistry.<br />

There, Yu’s research led to a catalyst for<br />

ton-scale production of dihydromyrcenol,<br />

a lily-of-the-valley-scented compound used<br />

in shampoos and perfumes.<br />

Fascinated by enzyme catalysis, Yu attended<br />

the University of Cambridge to earn<br />

a Ph.D. with Jonathan B. Spencer. He then<br />

joined E. J. Corey’s Harvard University lab<br />

as a postdoc, hoping to do total synthesis.<br />

But Corey steered Yu toward another<br />

project—allylic C–H oxidation. Yu was reluctant<br />

at first, but became enthralled with<br />

the challenge of converting normally inert<br />

C–H bonds to C–C or C-heteroatom bonds.<br />

After Harvard, Yu began independent<br />

research back at Cambridge as a Royal Society<br />

Research Fellow. In 2004, he became an<br />

assistant professor at Brandeis University.<br />

In 2007, he moved to Scripps Research<br />

Institute, where he is currently a full professor.<br />

He’s garnered many honors, including<br />

a Sloan Research Fellowship, the Japanese<br />

Society of Synthetic Organic<br />

Chemistry’s Mukaiyama<br />

Award, and numerous<br />

awards from pharmaceutical<br />

companies.<br />

“I consider Jin-Quan’s<br />

pivotal contributions to the<br />

C–H activation field to be<br />

some of the very best in the<br />

area,” says Yu’s Scripps colleague<br />

and chemistry chairman<br />

K. C. Nicolaou.<br />

“Many groups have<br />

been focusing on sp 2 C–H<br />

bond functionalization,<br />

but Dr. Yu recognized that<br />

the chemistry of sp 3 C–H<br />

bond functionalization is potentially much<br />

richer,” says Huw M. L. Davies, who studies<br />

C–H activation at Emory University.<br />

In 2008, for example, Yu discovered the<br />

first palladium(II)-catalyzed coupling of<br />

sp 3 C–H bonds with sp 3 organoboron reagents.<br />

Yu’s team also developed the first<br />

palladium-catalyzed enantioselective C–H<br />

activation reactions. Yu says the key is using<br />

ligands that weakly coordinate to palladium.<br />

“By the time I retire, I hope synthetic<br />

chemists, particularly those in the pharmaceutical<br />

industry, will use C–H activation<br />

on a daily basis, like they do cross-coupling,”<br />

Yu says.<br />

In his spare time, Yu likes to play soccer.<br />

His favorite position? “Right wing,”<br />

Yu says. “I want to strike and score.” —<br />

CARMEN DRAHL<br />

JANET HIGHTOWER/SCRIPPS<br />

GABOR SOMORJAI<br />

AWARDED HONDA PRIZE<br />

Gabor A. Somorjai, professor of chemistry<br />

at the University of California, Berkeley,<br />

is the winner of the 2011 Honda Prize<br />

for his pioneering contributions to surface<br />

chemistry. The Honda Prize, awarded<br />

by the Honda Foundation, is Japan’s first<br />

international science and technology<br />

award. The Honda Foundation was created<br />

by Honda Motor’s founder Soichiro<br />

Honda and his younger brother Benjiro<br />

Honda.<br />

Somorjai’s discoveries in surface chemistry<br />

and catalysis have led to a better understanding<br />

of friction, lubrication, adhesion,<br />

and adsorption.<br />

Somorjai’s peers refer<br />

to him as the “father of<br />

modern surface chemistry.”<br />

He received a<br />

medal, a certificate,<br />

and 10 million yen (approximately<br />

$129,000)<br />

during an award ceremony<br />

in Tokyo in<br />

November 2011. Somorjai<br />

CAROLYN BERTOZZI<br />

TO DELIVER CHEMICAL<br />

BIOLOGY LECTURE<br />

Carolyn R. Bertozzi, the T. Z. & Irmgard<br />

Chu Distinguished Professor of Chemistry<br />

and professor of molecular and cell biology<br />

at the University of California, Berkeley,<br />

has been awarded the <strong>2012</strong> ACS Chemical<br />

Biology Lectureship in recognition of her<br />

pioneering contributions to research at the<br />

interface of chemistry and biology.<br />

Bertozzi’s research focuses on profiling<br />

changes in cell-surface glycosylation as-<br />

WWW.CEN-ONLINE.ORG 64 FEBRUARY <strong>27</strong>, <strong>2012</strong>


sociated with cancer,<br />

inflammation, and<br />

bacterial infection and<br />

exploiting this information<br />

for development<br />

of diagnostic and therapeutic<br />

approaches.<br />

The lectureship is<br />

sponsored jointly by<br />

ACS Chemical Biology Bertozzi<br />

and the ACS Division<br />

of Biological Chemistry. Bertozzi will present<br />

a lecture during the spring ACS national<br />

meeting in San Diego.<br />

ANGELA GRONENBORN<br />

AWARDED HAMMES<br />

LECTURESHIP<br />

Angela M. Gronenborn, Rosalind Franklin<br />

Chair of the department of structural biology<br />

at the University of Pittsburgh School<br />

of Medicine, has been awarded the <strong>2012</strong><br />

Gordon Hammes ACS Biochemistry Lectureship,<br />

which is jointly administered by<br />

the editor-in-chief of Biochemistry and the<br />

ACS Division of Biological<br />

Chemistry.<br />

The award honors<br />

outstanding contributions<br />

in scientific<br />

research at the interface<br />

of chemistry and<br />

biology. Gronenborn<br />

is being recognized<br />

for her achievements Gronenborn<br />

in the development of<br />

nuclear magnetic resonance methodologies<br />

for the determination of biomolecular<br />

structure and in the subsequent application<br />

of those methodologies to proteins of particular<br />

biological interest.<br />

She will deliver a lecture during the fall<br />

ACS national meeting in Philadelphia.<br />

NOMINATIONS SOUGHT<br />

FOR <strong>2012</strong> PAULING AWARD<br />

Nominations are being accepted for the<br />

<strong>2012</strong> Linus Pauling Medal Award. Sponsored<br />

jointly by the Oregon, Portland, and<br />

Puget Sound ACS local sections, the award<br />

is presented annually in recognition of outstanding<br />

achievement in chemistry in the<br />

spirit of and in honor of Linus Pauling, a<br />

native of the Pacific Northwest. The medal<br />

will be presented at a symposium to be held<br />

this fall in Seattle.<br />

Nominations should consist of a concise<br />

curriculum vitae that includes significant<br />

publications and a list of honors and<br />

awards, along with a summary (400–1,000<br />

words) of scientific achievements, including<br />

explanations that clearly outline the<br />

importance of the nominee’s work. Letters<br />

seconding the nomination are encouraged.<br />

Scientists of all nationalities are eligible<br />

for this award. However, the award will not<br />

be given for work for which the nominee<br />

has already received a Nobel Prize.<br />

Please send an e-mail with a PDF of<br />

the nomination documents by April 10<br />

to William Reinhardt at rein@chem.<br />

washington.edu .<br />

LINDA WANG compiles this section.<br />

Announcements of awards may be sent to<br />

l_wang@acs.org .<br />

WWW.CEN-ONLINE.ORG 65 FEBRUARY <strong>27</strong>, <strong>2012</strong>


MEETINGS<br />

PITTCON<br />

PITTCON <strong>2012</strong><br />

IN ORLANDO<br />

Gathering aims to be the PREMIER ANNUAL CONFERENCE<br />

and exposition on laboratory science<br />

THE PITTSBURGH CONFERENCE on Analytical<br />

Chemistry & Applied Spectroscopy<br />

will be held on March 11–15 at the Orange<br />

County Convention Center in Orlando. The<br />

conference, which annually attracts more<br />

than 15,000 attendees from industry, academia,<br />

and government from 90 countries<br />

worldwide, is sponsored by the Spectroscopy<br />

Society of Pittsburgh and the Society<br />

for Analytical Chemists of Pittsburgh.<br />

As of C&EN’s press time, Pittcon <strong>2012</strong><br />

has more than 900 exhibitors registered to<br />

appear in more than 1,800 booths. Some<br />

2,000 technical presentations and nearly<br />

100 short courses are planned.<br />

All conference information, including<br />

registration and housing, is on the Web at<br />

pittcon.org . Registration for the entire conference<br />

costs $230, and one-day registration<br />

is $115. The cost for full-time students with a<br />

valid ID is $25 for the entire conference.<br />

The American Chemical Society’s Division<br />

of Analytical Chemistry (ANYL) is<br />

again providing programming at Pittcon.<br />

Its symposia are titled “Measurement Tools<br />

for Reactive Oxygen & Nitrogen Species,”<br />

“Integrated Microfluidics,” “Looking Ahead<br />

to a New Era of Analytical Chemistry Education,”<br />

“Multidimensional Chromatography,”<br />

“Use of Ionic Additives in Separations,”<br />

“Young Investigator in Separation Science<br />

Award,” “Differential Ion Mobility Spectrometry<br />

(FAIMS): New Instrumentation<br />

& Applications,” and “Hydrogen Deficient<br />

Radicals for Biomolecular Characterization<br />

by MS.” Organized contributed sessions will<br />

also be held on “It’s Not Your Grandmother’s<br />

Quant Course Anymore: New Tactics<br />

for a New Age,” “Celebrating the Future of<br />

Analytical Chemistry—The ACS Division<br />

of Analytical Chemistry Graduate Fellows,”<br />

“Fast Separations,” and “Modeling Chromatographic<br />

Systems.” An analytical poster<br />

session will be offered as well.<br />

PITTCON AT A GLANCE<br />

Dates: March 11–15<br />

Location: Orlando<br />

Information Contacts: Program,<br />

program@pittcon.org ; Exposition,<br />

expo@pittcon.org ; General<br />

Information, info@pittcon.org<br />

Website: pittcon.org<br />

R. Graham Cooks, Henry B. Hass Distinguished<br />

Professor of Analytical Chemistry<br />

at Purdue University, will deliver the<br />

Pittcon <strong>2012</strong> Plenary Lecture at 4:30 PM<br />

on Sunday, March 11. He will speak about<br />

“Ambient Ionization and Mini-Mass Spectrometers:<br />

In Situ MS for Everyone.”<br />

Steven A. Benner, distinguished fellow at<br />

the Foundation for Applied Molecular Evolution,<br />

will deliver the Capstone Lecture,<br />

“Redesigning DNA: Fixing God’s Mistakes,”<br />

at 5 PM on Wednesday, March 14. A complimentary<br />

mixer will follow the lecture.<br />

Conferee networking sessions, which<br />

are free to all registered attendees, will<br />

provide a forum for participants to meet<br />

other people with similar interests, share<br />

experiences regarding new technology, and<br />

brainstorm new ideas. These two-hour,<br />

facilitated sessions enable conferees and<br />

exhibitors to discuss topics of mutual interest<br />

or solve problems specific to certain<br />

instrumentation.<br />

EXPOSITION. The exposition provides<br />

attendees with hands-on access to instrumentation,<br />

laboratory apparatuses,<br />

and other lab-related products and services.<br />

Hours are 9 AM to 5 PM on Monday,<br />

March 12, through Wednesday, March 14,<br />

and 9 AM to 3 PM on Thursday, March 15.<br />

Pittcon features “expo only” hours from<br />

11 AM to 2 PM when no technical sessions<br />

are scheduled, so attendees won’t have to<br />

skip a technical session to visit the expo.<br />

In the center of the exposition floor, an<br />

area dubbed Technology Park will provide a<br />

place to relax and network, view a da Vinci<br />

surgical robot and surgical simulator as<br />

well as exhibitor videos, and obtain complimentary<br />

copies of industry publications.<br />

Specialty areas on the floor this year will<br />

include New Exhibitors, Life Sciences, and<br />

LIMS. Posters will be displayed in two areas,<br />

Red and Blue, located at each end of the<br />

exhibit floor. Other amenities include afternoon<br />

mixers on Tuesday and Thursday, a<br />

tram to ease travel around the exhibit floor,<br />

and Internet and Twitter cafés (#pittcon).<br />

AWARDS. Eleven awards will be presented<br />

at Pittcon to recognize scientists who have<br />

made outstanding contributions to analytical<br />

chemistry and applied spectroscopy.<br />

Pittsburgh Analytical Chemistry Award:<br />

Alan G. Marshall , distinguished research<br />

professor, Florida State University.<br />

Pittsburgh Spectroscopy Award: W. E.<br />

Moerner , professor of chemistry, Stanford<br />

University.<br />

WWW.CEN-ONLINE.ORG 66 FEBRUARY <strong>27</strong>, <strong>2012</strong>


PITTCON <strong>2012</strong><br />

Technical Program<br />

The ACS Division of Analytical<br />

Chemistry, Analitica<br />

Latin America, the<br />

Association of Laboratory<br />

Managers, the Coblentz<br />

Society, the International<br />

Association of Environmental<br />

Analytical Chemistry,<br />

the Japan Analytical<br />

Instruments Manufacturers’<br />

Association, Lab Manager<br />

Magazine , the Professionals’<br />

Network in Advanced<br />

Instrumentation<br />

Society, the Royal Society<br />

of Chemistry, the Society<br />

for Applied Spectroscopy,<br />

and the Society for Electroanalytical<br />

Chemistry<br />

are all programming partners<br />

for Pittcon.<br />

Five days’ worth<br />

of invited symposia,<br />

workshops, and oral<br />

and poster sessions will<br />

provide comprehensive<br />

coverage of the latest<br />

developments in analytical<br />

chemistry, applied<br />

spectroscopy, life sciences,<br />

bioanalysis, food<br />

sciences, and related disciplines.<br />

Selected symposia<br />

will be recorded and<br />

remain available on the<br />

Web for 60 days after the<br />

conference to registered<br />

attendees only.<br />

Symposia are planned<br />

in the following broad<br />

subject areas:<br />

Art/Archaeology<br />

Atomic Spectroscopy/<br />

Elemental Analysis<br />

Bioanalytical<br />

Biomedical<br />

Biospectroscopy<br />

Pittcon Heritage Award: Genzo Shimadzu<br />

Sr. (1839–94) and Genzo Shimadzu Jr.<br />

(1868–1951) of Shimadzu Corp.; Shigehiko<br />

Hattori, chairman of Shimadzu’s board,<br />

will accept the award.<br />

Pittsburgh Conference Achievement<br />

Award: Christy L. Haynes , associate professor<br />

of chemistry, University of Minnesota.<br />

ACS Division of Analytical Chemistry<br />

Award for Young Investigators in Separation<br />

Science: Jared L. Anderson , professor of<br />

analytical chemistry, University of Toledo.<br />

Bomem-Michelson Award from the Coblentz<br />

Society/ABB: Joel M. Harris , distinguished<br />

professor of chemistry, University<br />

of Utah.<br />

Charles N. Reilley Award of the Society<br />

for Electroanalytical Chemistry (SEAC):<br />

Debra R. Rolison , head of advanced electrochemical<br />

materials at the Naval Research<br />

Laboratory in Washington, D.C.<br />

Dal Nogare Award: Purnendu K. Dasgupta<br />

, professor of chemistry, University<br />

of Texas, Arlington.<br />

Ralph N. Adams Award in Bioanalytical<br />

Chemistry: Jonathan V. Sweedler , professor<br />

of chemistry, University of Illinois,<br />

Urbana-Champaign.<br />

Williams Wright Award from the Coblentz<br />

Society: Richard Crocombe , director<br />

of strategy deployment, Thermo Fisher<br />

Scientific.<br />

Young Investigators Award of SEAC:<br />

Lane A. Baker , assistant professor of chemistry,<br />

Indiana University, Bloomington.<br />

Nominations are also being solicited for<br />

four of next year’s Pittcon awards:<br />

Pittsburgh Analytical Chemistry<br />

Award. The award includes a cash prize<br />

and travel costs to Pittcon. The honor<br />

recognizes significant contributions to the<br />

field of analytical chemistry, including the<br />

introduction of a significant technique,<br />

theory, or instrument and the provision of<br />

exceptional training or a fertile environment<br />

for progress in analytical chemistry.<br />

Nominations are due by April <strong>27</strong>.<br />

Pittsburgh Spectroscopy Award. This<br />

award honors outstanding contributions in<br />

the field of applied spectroscopy. Nominations<br />

are due by March 30. For more information,<br />

visit the Spectroscopy Society of<br />

Pittsburgh’s website at ssp-pgh.org.<br />

Pittsburgh Conference Achievement<br />

Award. This award is presented annually at<br />

Pittcon to recognize outstanding achievements<br />

in analytical chemistry and/or applied<br />

spectroscopy. To be eligible for the<br />

Education/Teaching<br />

Electrochemistry<br />

Environmental<br />

Fluorescence/<br />

Luminescence<br />

Fuels, Energy &<br />

Petrochemical<br />

General Interest<br />

Homeland Security/<br />

Forensics<br />

Liquid Chromatography<br />

Magnetic Resonance<br />

Mass Spectrometry<br />

Materials Science<br />

Microfluidics/Lab on a<br />

Chip<br />

Nanotechnology<br />

Neurochemistry<br />

Pharmaceutical<br />

Proteomics & Other<br />

“Omics”<br />

Safety<br />

Sensors<br />

Vibrational Spectroscopy<br />

2013 award, nominees must have completed<br />

their Ph.D. on or after March 1, 2002.<br />

Nominations are due by April 10.<br />

Ralph N. Adams Award in Bioanalytical<br />

Chemistry. The prize, which includes a<br />

cash award and travel expenses, recognizes<br />

significant contributions to the field of bioanalytical<br />

chemistry, broadly defined. The<br />

recipient will have introduced a significant<br />

technique, theory, instrument, or application<br />

important to the life sciences and will<br />

have also provided an exceptional environment<br />

to educate bioanalytical chemists.<br />

Nominations are due by April 30.<br />

EMPLOYMENT. Pittcon offers a free<br />

Employment Bureau service during the<br />

meeting. The bureau provides a venue for<br />

candidates to review active job openings—<br />

which typically number 500 to 1,000—and<br />

for employers to review candidate résumés<br />

and schedule interviews. To qualify for this<br />

service, a participant must be registered<br />

either as a conferee or as an exhibitor for<br />

Pittcon <strong>2012</strong> and must also register as<br />

either a candidate or an employer. Candidates<br />

and employers are highly encouraged<br />

to register for the Employment Bureau<br />

before Sunday, March 11.<br />

Candidates should bring printed and<br />

electronic résumés and a computer or<br />

other device for accessing the Internet<br />

and e-mail. The Employment Bureau<br />

will be located in the Valencia Ballroom<br />

(room 415AB) at the convention center.<br />

Further details can be found at pittcon.org/<br />

attendees/employment.php .<br />

For the first time, Pittcon will also offer<br />

a Career Information Center, where<br />

candidates can ask questions about résumé<br />

preparation and interviewing, and<br />

an Employer Information Center, where<br />

candidates can ask questions and obtain<br />

literature from employers. Both services<br />

will be available in room 315A.<br />

SHORT COURSES. The Pittcon <strong>2012</strong> Short<br />

Course Program will consist of nearly 100<br />

courses in areas including pharmaceuticals,<br />

biomedical and other life sciences, physical<br />

and analytical techniques, computer<br />

and environmental applications, quality<br />

assurance, laboratory management, instrumentation,<br />

chemometrics, and education.<br />

Further details can be found at pittcon.org/<br />

short . Registration fees range from $335<br />

for half-day courses to $1,300 for two-day<br />

courses. Students receive a 50% discount.<br />

Attendees who take three paid courses receive<br />

free conference registration. ◾<br />

WWW.CEN-ONLINE.ORG 67 FEBRUARY <strong>27</strong>, <strong>2012</strong>


RECRUITMENT ADVERTISING<br />

Serving the Chemical, Life Sciences, and Laboratory Worlds<br />

Advertising Rate Information<br />

CLASSIFICATIONS<br />

Positions open and academic positions. Directory<br />

section—chemical exchange, equipment<br />

mart, technical services. Situations<br />

wanted—members, nonmembers, student<br />

and national affiliates, and retired members.<br />

ISSUANCE<br />

Published weekly every Monday. Calendar<br />

available at cen-online.org/advertise.<br />

CLOSING DATE FOR CLASSIFIED ADS<br />

13 days prior to publication date (excluding<br />

legal holidays). Late ads will incur a 15% fast<br />

close premium on the standard insertion<br />

cost and be accepted pending space availability.<br />

Fast close space is available on a first<br />

in and completed basis. Cancellations must<br />

be received 14 days (excluding legal holidays)<br />

in advance of publication date.<br />

DISPLAY ADS<br />

For rates and information go to cen-online.<br />

org/advertise or contact your local sales<br />

representative: East Coast—Tim Bauer,<br />

classifieds@acs.org, (202) 872-4593; Midwest—Tom<br />

Scanlan, scanlan@acs.org,<br />

(847) 749-3030; West Coast—Bob LaPointe,<br />

lapointe@acs.org, (925) 964-9721. International<br />

sales rep listing available at http://<br />

cen-online.org/sales<br />

RECRUITMENT NONDISPLAY LINE ADS<br />

$65 net per line; $650 minimum. A body<br />

line equals approximately 50 characters<br />

with spaces; centered, bold, and capped,<br />

headlines equal approximately 32 characters<br />

with spaces. For an additional $150,<br />

your print line ad will appear on the ACS<br />

Careers job site, www.acs.org/ careers, for<br />

four weeks. For more information go to<br />

www.cen-online.org/classifieds, e-mail<br />

classifieds@acs.org, or call Tim Bauer at<br />

(202) 872-4593.<br />

DIRECTORY SECTION<br />

Space rate is $680 per inch. Lower rates<br />

available on contract basis. Contact your<br />

sales representative to place an insertion<br />

order.<br />

SITUATIONS WANTED<br />

“Situations Wanted” advertisements placed<br />

by ACS members and affiliates are accepted<br />

at $6.60 a line per insertion, no minimum<br />

charge. State ACS membership status and<br />

e-mail to classifieds@acs.org. The advertisements<br />

will be classified by the chemical field<br />

designated by the member or determined by<br />

the first word of text submitted.<br />

TO SUBMIT A CLASSIFIED AD<br />

E-mail ads in a word document to<br />

classifieds@ acs.org. Do not include any abbreviations.<br />

C&EN will typeset ads according<br />

to C&EN guidelines. All ads must be accompanied<br />

by either a purchase order (PO)<br />

number or a credit card (CC) form (available<br />

at http://pubs.acs.org/cen/advertise/<br />

CCauth_CENC.pdf) with billing address.<br />

POs and CC forms must allow for some<br />

degree of flexibility and/or adjustment.<br />

CONDITIONS<br />

In printing these advertisements ACS assumes<br />

no obligations as to qualifications of<br />

prospective employees or responsibility of<br />

employers, nor shall ACS obtain information<br />

concerning positions advertised or those<br />

seeking employment. Replies to announcements<br />

should carry copies of supporting<br />

documents, not original documents. Every<br />

reasonable effort will be made to prevent forwarding<br />

of advertising circulars. Employers<br />

who require applications on company forms<br />

should send duplicate copies. ACS considers<br />

all users of this section obligated to acknowledge<br />

all replies to their advertisements.<br />

IMPORTANT NOTICES<br />

■ Employment in countries other than your<br />

own may be restricted by government visa<br />

and other policies. Moreover, you should<br />

investigate thoroughly the generally accepted<br />

employment practices, the cultural<br />

conditions, and the exact provisions of the<br />

specific position being considered. Members<br />

may wish to contact the ACS Office of<br />

International Activities for information it<br />

might have about employment conditions<br />

and cultural practices in other countries.<br />

■ Various state and national laws against<br />

discrimination, including the Federal Civil<br />

Rights Act of 1964, prohibit discrimination in<br />

employment because of race, color, religion,<br />

national origin, age, sex, physical handicap,<br />

sexual orientation, or any reason not based<br />

on a bona fide occupational qualification.<br />

■ These advertisements are for readers’<br />

convenience and are not to be construed<br />

as instruments leading to unlawful<br />

discrimination.<br />

POSITIONS OPEN<br />

WE ARE THE LEADERS in resorcinol technology for<br />

industrial and consumer products. With a research<br />

facility in Harmarville and a manufacturing plant in<br />

Petrolia, we are the only manufacturer of resorcinol<br />

in the U.S.<br />

Jobs at Indspec Chemical Corporation:<br />

Research Chemist: Job Number 2054. Experience<br />

with industrial polymers preferred. Preparing materials<br />

at lab and pilot plant scale a plus. Travel required.<br />

Staff Scientist: Job Number 1864. Lab experience<br />

in chromatography required. Performs non-routine<br />

analyses of compounds, polymers , etc. using a variety<br />

of chromatographic methods to provide qualitative results.<br />

Strong organic chemistry background required.<br />

Both jobs located in Harmarville, PA, and require<br />

BS in Chemistry with 5+ years’ experience. For info<br />

and to apply, go to www.oxy.com/careers; ‘Available<br />

Positions’; ‘Search Available Positions’ and enter the<br />

job number above. We offer very competitive, comprehensive<br />

salary and benefits. EOE.<br />

CHEMIST AND CHEMICAL ENGINEER<br />

Southern Wisconsin<br />

SHINE Medical Technologies is dedicated to being<br />

the world leader in safe, clean, affordable production<br />

of medical tracers and cancer treatment elements. We<br />

are seeking several key positions to finalize our design,<br />

license, and build our state-of-the-art facility. Connect<br />

with our website for full details on our Chemist<br />

and Chemical Engineer positions at www.shinemed.<br />

com. SHINE is subject to U.S. Export Controls regulations<br />

(U.S. Citizen, U.S. Permanent Resident, Asylee,<br />

or Refugee). Submit resume to careers@shinemed.<br />

com. EEO Employer.<br />

ACADEMIC POSITIONS<br />

THE DEPARTMENT OF CHEMICAL AND BIOLOGI-<br />

CAL ENGINEERING at the South Dakota School of<br />

Mines and Technology seeks exceptional candidates<br />

for a nine-month, tenure-track faculty position at the<br />

rank of Assistant, Associate, or Full Professor. Preference<br />

will be given to candidates with experience and<br />

research interest in Advanced Materials, Bioengineering,<br />

Engineering Science, Health and Nutrition, and/<br />

or Sustainable Energy and Clean Water Technologies.<br />

Exceptional candidates with other research interests<br />

will also be considered.<br />

Candidates will have an earned doctorate in Chemical<br />

Engineering or a closely related discipline at the<br />

time of appointment. The Chemical and Biological<br />

Engineering Department promotes an outstanding<br />

educational environment for students, thus applicants<br />

should demonstrate a commitment to excellence in<br />

teaching graduate and undergraduate courses. Previous<br />

teaching at the university level and industrial experience<br />

are highly desirable. It is expected that the successful<br />

candidate will initiate and/or sustain an active<br />

externally sponsored collaborative research program.<br />

The desired start date is August 22, <strong>2012</strong>.<br />

Opportunities exist to collaborate with Materials<br />

Engineering and Science, Nanoscience and Nanoengineering,<br />

and Biomedical Engineering Ph.D. programs<br />

on campus. The CBE faculty enjoy a close supporting<br />

relationship to the National Science Foundation Industry/University<br />

Cooperative Research Center for Bioenergy<br />

Research and Development (CBERD, http://<br />

www.bioenergynow.org), the South Dakota 2010<br />

Center for Bioprocessing Research and Development<br />

(CBRD; http://www.bioprocessingcenter.org) and<br />

the Composites and Polymer Engineering Laboratory<br />

(CAPE, http://cape.sdsmt.edu). For information regarding<br />

the CBE Department visit http://cbe.sdsmt.<br />

edu and S.D. School of Mines and Technology visit<br />

http://www.sdsmt.edu.<br />

Individuals interested in this position must apply<br />

online at http://sdmines.sdsmt.edu/sdsmt/<br />

employment. Human Resources can provide accommodation<br />

to the online application process and can<br />

be reached at (605) 394-1203. The School of Mines<br />

(SDSM&T) is committed to recruiting and retaining a<br />

diverse workforce. Review of applications began <strong>February</strong><br />

24, <strong>2012</strong>, and will continue until the position is<br />

filled. Employment is contingent upon completion of a<br />

satisfactory background investigation. SDSM&T is an<br />

EEO/AA/ADA employer and provider.<br />

QUALITY JOBS, QUALITY CHEMISTS<br />

WWW.CEN-ONLINE.ORG 68 FEBRUARY <strong>27</strong>, <strong>2012</strong>


ACADEMIC POSITIONS<br />

TEXAS A&M UNIVERSITY: The Dwight Look College<br />

of Engineering at Texas A&M University invites applications<br />

and nominations for the position of head of the<br />

Artie McFerrin Department of Chemical Engineering.<br />

Candidates must possess a Ph.D. in Chemical Engineering<br />

or closely related field with distinguished<br />

research and academic records commensurate with<br />

the title of tenured full professor; strong communication<br />

and leadership skills; the ability to inspire and<br />

work with diverse groups; a commitment and interest<br />

in reaching out to former students and industries that<br />

would enable them to direct continued growth of the<br />

department in research excellence and graduate education;<br />

and to motivate continued excellence and innovation<br />

in undergraduate education. The department,<br />

which received a $10 million endowment in 2005, has<br />

25 tenured/tenure-track faculty members, more than<br />

100 graduate students, and roughly 700 undergraduate<br />

students. Its base of endowment support includes<br />

two chairs, 10 professorships, one faculty fellowship,<br />

nearly 200 undergraduate scholarships, and an active<br />

endowment campaign for excellence.<br />

Applications, including a current résumé, list of<br />

three references, and a vision statement should be<br />

sent via mail or e-mail to DR. GERARD COTÉ-CHAIR,<br />

CHEMICAL ENGINEERING DEPARTMENT HEAD<br />

SEARCH COMMITTEE, DEPARTMENT OF BIO-<br />

MEDICAL ENGINEERING, TEXAS A&M UNIVERSITY<br />

3120 TAMU, COLLEGE STATION, TX 77843-3120<br />

or CHENDHsearch@bme.tamu.edu. Call (979)<br />

845-5532 or visit www.che.tamu.edu for additional<br />

information.<br />

Texas A&M University provides Equal Opportunity<br />

to all persons regardless of race, color, religion, sex,<br />

national origin, disability, age, or veteran status and<br />

encourages applications from members of groups<br />

under-represented in engineering.<br />

FULL-TIME LECTURER IN CHEMISTRY<br />

A non-tenure-track lecturer position in the Department<br />

of Chemistry, University at Albany, SUNY, starting<br />

August <strong>2012</strong>. This is a full-time, 10-month position.<br />

Duties include teaching three courses a semester and<br />

may include giving lectures and recitation sessions in<br />

organic and general chemistry in our ACS-certified department.<br />

The incumbent will also provide regular office<br />

hours for students and may be involved in student<br />

mentoring and related academic duties. This is a oneyear<br />

term appointment with the possibility of annual<br />

renewals based on satisfactory performance.<br />

The successful candidate will have a Ph.D. degree,<br />

preferably in organic chemistry, teaching experience,<br />

and a strong commitment to excellence in undergraduate<br />

education. Postdoctoral or equivalent experience<br />

is preferred. Qualified women and minority candidates<br />

are encouraged to apply. Applicants must address in<br />

their applications their ability to work with and instruct<br />

a culturally diverse population.<br />

An applicant should submit a CV, three reference letters,<br />

and a teaching statement. Review of applications<br />

will begin March 12, <strong>2012</strong>, until the position is filled.<br />

Applicants must apply online at our website: http://<br />

albany.interviewexchange.com/jobofferdetails.<br />

jsp?JOBID=30156.<br />

The University at Albany is an EO/AA Employer.<br />

SCHOOL OF CHEMICAL ENGINEERING<br />

The School of Chemical Engineering, Purdue University,<br />

seeks outstanding individuals at Assistant, Associate,<br />

or Full Professor rank with a Ph.D. degree in<br />

Chemical Engineering or closely related field. A special<br />

emphasis for the search is process systems engineering.<br />

Successful candidates will have a distinguished<br />

academic record, exceptional potential to conduct<br />

world-class research, and a commitment to teach at<br />

both the undergraduate and graduate levels. For senior<br />

applicants, an excellent reputation in the field of<br />

specialty is required.<br />

Nominations may be sent to G. V. Reklaitis, chair of<br />

the search, at reklaiti@purdue.edu.<br />

For consideration, please complete the online application<br />

form at https://engineering.purdue.edu/<br />

Engr/AboutUs/Employment/Applications and include<br />

curriculum vitae, statement of teaching and research<br />

interests, and the names and addresses of four<br />

references. Review of applications will begin March 1,<br />

<strong>2012</strong>, and continue until the position is filled. A background<br />

check will be required for employment in this<br />

position.<br />

Purdue University is an Equal Opportunity/Equal<br />

Access/Affirmative Action Employer fully committed to<br />

achieving a diverse workforce.<br />

XEUS<br />

ACADEMIC POSITIONS<br />

WHITTIER COLLEGE —ORGANIC CHEMIST<br />

Whittier College, a nationally ranked liberal arts college,<br />

invites applications for a one-year sabbatical<br />

replacement position starting in fall of <strong>2012</strong> in a fiveperson,<br />

ACS-approved department. Ph.D. in Organic<br />

Chemistry, potential as an excellent teacher, and<br />

commitment to the liberal arts are essential qualifications.<br />

Teaching responsibilities will include Organic<br />

Chemistry Lecture and Laboratories, and a Science<br />

and Society course that integrates a scientific topic(s)<br />

with relevant societal/global issues and is targeted for<br />

a mostly non-science student audience. Please submit<br />

an application letter with a curriculum vita, teaching<br />

philosophy, and arrange to have graduate and undergraduate<br />

transcripts and three letters of recommendation<br />

sent to Devin Iimoto, Department of Chemistry,<br />

Whittier College, Whittier, CA 90608. If you<br />

have questions, e-mail diimoto@whittier.edu. Review<br />

of applications begins March 19 and the position will<br />

remain open until filled. Whittier College seeks to attract<br />

and retain a highly qualified and diverse faculty.<br />

An AA/EO Employer.<br />

DICKINSON COLLEGE in Carlisle, PA, invites applications<br />

for a one-year sabbatical leave replacement<br />

for <strong>2012</strong>/2013. We seek a candidate whose Ph.D. is in<br />

Physical, Inorganic, or Bioinorganic Chemistry. Primary<br />

teaching responsibilities may include both lecture<br />

and laboratory for introductory chemistry, the kinetics<br />

and thermodynamics portion of physical chemistry,<br />

inorganic chemistry, and a special topics course in<br />

the candidate’s area of expertise. Support for undergraduate<br />

research is available. Further information<br />

about the department is available from http://www.<br />

dickinson.edu/academics/ programs/chemistry/.<br />

For full consideration, applicants should submit an<br />

electronic cover letter, CV, undergraduate and graduate<br />

transcripts, and three letters of recommendation<br />

by April 1, <strong>2012</strong>, through https://jobs.dickinson.edu.<br />

The College is committed to building a representative<br />

and diverse faculty, administrative staff, and student<br />

body. We encourage applications from all qualified<br />

persons.<br />

director of engineering<br />

XEUS is seeking a creative and accomplished chemical/bioprocessing engineer<br />

experienced in running and designing pilot and plant-scale bioprocessing<br />

facilities. The candidate will report to the CEO and will oversee members<br />

of the engineering team, directing all activities necessary to design, development<br />

and completion of engineering activities. The candidate will develop accurate<br />

cost estimations and will suggest alternate pathways for accomplishing<br />

tasks to deliver completed projects on time and on budget. Applicant will<br />

have 20+ years of relevant bioprocessing experience and will have at least a<br />

Master’s degree in chemical or bioprocessing engineering.<br />

senior control and intrumentation engineer<br />

XEUS is seeking a creative and accomplished control and instrumentation<br />

engineer having substantial experience in designing pilot and plant-scale control<br />

and instrumentation systems. The candidate will develop accurate cost<br />

estimations and will suggest alternate pathways for accomplishing tasks to<br />

deliver completed control and instrumentation systems on time and on budget.<br />

Applicant will have 10+ years of relevant experience and will have at least<br />

a Master’s degree in chemical or bioprocessing engineering.<br />

senior liquid-liquid extraction engineer<br />

XEUS is seeking a creative and accomplished liquid-liquid extraction engineer<br />

having substantial experience in running and designing pilot and plant-scale<br />

liquid-liquid extraction operations. The candidate will design and develop<br />

processing equipment for the removal of valuable organic products from<br />

aqueous process streams. The candidate will develop accurate cost estimations<br />

and will suggest alternate pathways for accomplishing tasks to deliver<br />

completed projects on time and on budget. Applicant will have 10+ years<br />

of relevant experience and will have at least a Master’s degree in chemical<br />

engineering.<br />

Candidates wishing to join our exceptional and rapidly growing company<br />

should be prepared to provide work product that will have an immediate<br />

positive impact on our organization. In return, applicant will be rewarded<br />

<br />

opportunities.<br />

Please respond to recruiting@xeus.info.<br />

ASSISTANT PROFESSOR<br />

PHYSICAL CHEMISTRY<br />

The Department of Chemistry at Millersville<br />

University invites applications for a tenuretrack<br />

Assistant Professor position in Physical<br />

Chemistry beginning August <strong>2012</strong>. The 11-<br />

member ACS-approved department is<br />

housed in a 1999 facility with modern<br />

teaching labs and individual faculty research<br />

labs. The successful candidate will be<br />

responsible for lectures, recitations and<br />

laboratories of Introductory Chemistry and<br />

Physical Chemistry and for the establishment<br />

of an active undergraduate research program<br />

in Physical Chemistry. Minimum<br />

requirements include a PhD in experimental<br />

Physical Chemistry by time of appointment,<br />

commitment to excellence in teaching and<br />

undergraduate research and evidence of<br />

commitment to equity and diversity.<br />

To see the full list of responsibilities and<br />

qualifications and to apply, go to<br />

https://jobs.millersville.edu and create a<br />

faculty application. Full consideration given<br />

to applications received by March 24, <strong>2012</strong>.<br />

An EO/AA institution. www.millersville.edu<br />

RECRUITMENT ADVERTISING<br />

WWW.CEN-ONLINE.ORG 69 FEBRUARY <strong>27</strong>, <strong>2012</strong>


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ACADEMIC POSITIONS<br />

INSTRUCTOR POSITION IN CHEMISTRY 0121397:<br />

The Virginia Tech Department of Chemistry is seeking<br />

an Instructor for Analytical Labs, Physical Chemistry<br />

Labs, and Physical Chemistry for Life Sciences<br />

Lecture. Applicants should have experience teaching<br />

Chemistry in large classrooms. A Ph.D. in chemistry<br />

is required. Applications will be received electronically<br />

at www.jobs.vt.edu. Posting Number: 0121397. Applicants<br />

should provide a cover letter, curriculum vitae,<br />

two letters of recommendations sent directly to Ms.<br />

EMillie Shephard, Department of Chemistry (0212),<br />

Virginia Tech, Blacksburg, VA 24061 or eloope@<br />

vt.edu), and a brief statement of teaching philosophy.<br />

Virginia Tech is an Equal Opportunity Employer,<br />

and applications from women and underrepresented<br />

groups in chemistry, are encouraged to apply. Review<br />

of applications began <strong>February</strong> 13, <strong>2012</strong>.<br />

VILLANOVA UNIVERSITY invites applicants for a<br />

tenure-track assistant professor position in Analytical<br />

Chemistry to teach in the B.S.- (ACS-Approved)<br />

and M.S.-granting Department of Chemistry. The area<br />

of research interest is broadly defined as Analytical<br />

Chemistry; teaching undergraduate and graduate<br />

courses in analytical chemistry is expected. A Ph.D. in<br />

Chemistry or a closely related area is required; postdoctoral<br />

experience is preferred. The hiring package<br />

includes competitive research startup funds, comprehensive<br />

benefits, and a pre-tenure sabbatical.<br />

Only online applications will be considered (https://<br />

jobs.villanova.edu). Villanova University is a Roman<br />

Catholic University sponsored by the Augustinian Order.<br />

An AA/EEO Employer, Villanova seeks a diverse<br />

faculty that can contribute to the University’s mission<br />

and values.<br />

A MASSIVE OPPORTUNITY<br />

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Contact your local advertising representative<br />

(for a listing go to www.cen-online.org/sales),<br />

e-mail classifieds@acs.org, or call 202-872-4593.<br />

ACADEMIC POSITIONS<br />

INSTRUCTOR POSITION IN CHEMISTRY: The Virginia<br />

Tech Department of Chemistry is seeking an<br />

Instructor for its General Chemistry Program. This is<br />

a one-year appointment with intent for renewal. Applicants<br />

should have experience teaching Chemistry<br />

in large classrooms. A Ph.D. in chemistry is required.<br />

Applications will be received electronically at www.<br />

jobs.vt.edu. Posting Number: 0111340. Applicants<br />

should provide a cover letter, curriculum vitae, two<br />

letters of recommendations sent directly to EMillie<br />

Shephard, Department of Chemistry (0212), Virginia<br />

Tech, Blacksburg, VA, 24061, and a brief statement of<br />

teaching philosophy. Virginia Tech is an Equal Opportunity<br />

Employer, and applications from women and underrepresented<br />

groups in chemistry are encouraged to<br />

apply. Review of applications began <strong>February</strong> 13, <strong>2012</strong>.<br />

COLORADO COLLEGE SABBATICAL REPLACEMENT<br />

to start fall <strong>2012</strong>, teaching biochemistry and general<br />

chemistry. Biochemistry PhD Required. Send letter of<br />

interest, CV, teaching philosophy, transcripts, and reference<br />

letters (3) to ChemSearch@ColoradoCollege.edu<br />

by March 12, <strong>2012</strong>. The college is an EOE and does not<br />

discriminate on the basis of race, color, age, religion,<br />

sex, sexual orientation, national origin, or disability in<br />

its educational programs, activities, or employment<br />

practices. We are committed to increasing the diversity<br />

of our community and encourage applicants who<br />

support this goal. http://www.coloradocollege.edu/<br />

dept/CH/.<br />

VISITING ASSISTANT PROFESSOR IN PHYSICAL<br />

CHEMISTRY, Middlebury College − The Department<br />

of Chemistry and Biochemistry invites applications<br />

for a one-year term position to begin September <strong>2012</strong>.<br />

Applicants should have a Ph.D. in physical chemistry<br />

or a related field. For details see http://apptrkr.<br />

com/233088. Application deadline (via Interfolio) is<br />

March 5, <strong>2012</strong>, but review of applications will begin immediately.<br />

Middlebury College is an Equal Opportunity<br />

Employer committed to recruiting a diverse faculty to<br />

complement the increasing diversity of our student<br />

body.<br />

ACADEMIC POSITIONS<br />

PRINCETON UNIVERSITY: The Department of Chemistry<br />

invites applications for postdoctoral and more senior<br />

research positions in biological, inorganic, materials,<br />

organic, physical, theoretical, and computational<br />

chemistry. Ph.D. in appropriate field required. Applicants<br />

should apply online at http://jobs.princeton.<br />

edu (Requisition #1200059) and submit a cover letter,<br />

CV, and contact information for three references.<br />

Princeton University is an Equal Opportunity Employer<br />

and complies with applicable EEO and Affirmative<br />

Action Regulations.<br />

WESTMINSTER COLLEGE invites applications<br />

for a full-time, tenure-track Assistant Professor of<br />

Chemistry to begin August <strong>2012</strong>. Ph.D. in Analytical<br />

Chemistry required. For details, see http://www.<br />

westminster-mo.edu/explore/offices/business/<br />

hr/jobs/Pages/FacultyPositions.aspx. Send cover<br />

letter, CV, unofficial transcripts, and three letters of<br />

recommendation to Dr. Glen Frerichs, Westminster<br />

College, 501 Westminster Ave., Fulton, MO 65251.<br />

Application review begins immediately. EOE.<br />

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Go to www.acs.org/careers and get started on finding<br />

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WWW.CEN-ONLINE.ORG 70 FEBRUARY <strong>27</strong>, <strong>2012</strong>


DIRECTORY<br />

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INDEX TO ADVERTISERS<br />

IN THIS ISSUE<br />

Advion Biosciences 13<br />

www.advion.com<br />

Agilent Technologies<br />

www.agilent.com/chem/clearlybetter<br />

72, IBC<br />

Aldrich Chemistry 36, 37<br />

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B&W Tek, Inc. 15, 17<br />

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Buchi Analytical, Inc. 12<br />

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Chemir Analytical Services 45<br />

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CPhI Japan<br />

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OBC<br />

IFC<br />

Fluid Metering, Inc. 33<br />

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Gilson Inc. 23<br />

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KNF Neuberger 45<br />

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Malvern<br />

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Cover Tip<br />

Millipore 31<br />

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NSG Precision Cells, Inc. 33<br />

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Restek 43<br />

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Solvias 14<br />

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Spectrum Chemicals & Laboratory Products 29<br />

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TA Instruments 25<br />

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Teledyne Isco, Inc. 35<br />

www.isco.com<br />

Tokyo Chemical Industry (TCI) Co., Ltd. 41<br />

www.tciamerica.com<br />

USA Science Festival 49<br />

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Wyatt Technology Corporation <strong>27</strong><br />

www.wyatt.com<br />

This index and additional company information<br />

are provided as a service to the advertisers. We<br />

are not responsible for errors or omissions.<br />

Classified Advertising 68–70<br />

ACS PUBLICATIONS<br />

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East Coast, Mid-Atlantic, New England and Eastern<br />

Canada…Dean Baldwin, 480 East Swedesford<br />

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Tel: 610-964-8061; Fax: 610-964-8071; E-mail:<br />

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7; Fax: 662-651-9<strong>27</strong>3-7; E-mail: ppn-thaland@<br />

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WWW.CEN-ONLINE.ORG 71 FEBRUARY <strong>27</strong>, <strong>2012</strong>


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with a BRAND-NEW MOLECULE.<br />

The atoms fit together and satisfied<br />

the bonding rules from her<br />

lessons. “All the holes” in the model<br />

atoms “have to be filled in for it to<br />

be stable,” she explained in a TV<br />

interview. When asked whether the<br />

compound was real, Boehr wasn’t<br />

sure, so he sent a picture of it to his friend<br />

from college, computational chemist Robert<br />

W. Zoellner of Humboldt State University.<br />

Zoellner’s search of the literature showed<br />

Lazen’s molecule, tetrakis(nitratoxycarbon)<br />

methane, to be a novel compound featuring<br />

a novel moiety: an NO 3 group bound to a<br />

carbon through its three oxygen atoms. That<br />

high-energy configuration has not been<br />

observed in organic systems and would be<br />

synthetically challenging, Zoellner says.<br />

However, after performing energy calculations<br />

on the molecule with density functional<br />

and Hartree-Fock theoretical methods, Zoellner<br />

concluded that “this bonding mode for a<br />

nitrate group appears to be computationally<br />

supportable, even if thermodynamically disfavored.”<br />

He reported the findings in a recent<br />

paper coauthored with Lazen and<br />

Boehr ( Comp. Theor. Chem., DOI:<br />

10.1016/j.comptc.2011.10.011 ).<br />

Lazen’s compound might one<br />

day be used for energy storage<br />

or as an explosive, according<br />

to the team. Despite her youth,<br />

Lazen has grown-up ideas about funding.<br />

“I can sell this to the military,” she says, “for<br />

money.”<br />

When Lazen hits high school<br />

chemistry class, she might have<br />

more tools at her disposal than<br />

modeling kits, if a project at the University<br />

of California, San Diego, succeeds.<br />

“Chemorphesis” is a COMIC-BOOK<br />

SERIES aimed at teaching key chemistry<br />

concepts through the adventures of anthropomorphized<br />

chemical species. The project<br />

began out of conversations between Rebecca<br />

Ou, an undergraduate chemistry major<br />

Model student:<br />

Lazen and her<br />

molecule.<br />

KENNETH BOEHR<br />

Treasure:<br />

Getting<br />

from<br />

reactants to<br />

products can be<br />

quite a journey.<br />

and writing minor, and Haim Weizman,<br />

a professor of chemical education.<br />

Ou wanted to write stories explaining<br />

chemistry concepts, and Weizman<br />

suggested using a comic-book<br />

format to help them find an audience.<br />

They recruited undergrads<br />

Annie Jia and Angeline Yu to produce<br />

the Japanese-style artwork<br />

and build a website.<br />

In the first comic, “Musical<br />

Chairs,” nucleophilic substitution<br />

is explored through the tribulations<br />

of a rock band called S N 1. The<br />

band’s prima donna vocalist walks<br />

out, leaving the band in an unstable<br />

state. Later, after a bass guitar<br />

(hydride) shift, a new nucleophilic<br />

vocalist joins the group and S N 1 is<br />

ready to perform.<br />

“Catalysis” re imagines the familiar reaction<br />

coordinate diagram as a treasure map.<br />

Four adventurers find the map, which they<br />

follow over a dangerous mountain. The way<br />

is blocked by a fearsome dragon atop an<br />

imposing peak, and the group lacks the energy<br />

to overcome such a barrier. Just as the<br />

treasure seekers are ready to turn back, a<br />

mysterious stranger appears and catalyzes<br />

their passage along a convoluted, secret<br />

route through the mountain.<br />

Whimsical as it might seem,<br />

the project is not just for fun. “Like<br />

everything, we think about it as an<br />

experiment,” Weizman says. The<br />

students have earned college credit for their<br />

work, and Weizman plans to research the efficacy<br />

of the comics as textbook supplements.<br />

“Chemorphesis” is gaining popularity<br />

fast; an excess of visitors crashed its<br />

website right as the Newscripts gang was<br />

getting to the good part. The project has<br />

since secured more stable hosting; it’s now<br />

at chemorphesis.ucsd.edu, and Ou and the<br />

group are actively working on new stories.<br />

CRAIG BETTENHAUSEN wrote this week’s<br />

column. Please send comments and suggestions<br />

to newscripts@acs.org.<br />

CHEMORPHESIS<br />

WWW.CEN-ONLINE.ORG 72 FEBRUARY <strong>27</strong>, <strong>2012</strong>


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