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Fluka - Sigma-Aldrich

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<strong>Fluka</strong><br />

Chemika<br />

Preface<br />

The field of organosilicon chemistry has<br />

undergone explosive growth in the past<br />

thirty years, and many reviews and monographs<br />

have appeared covering different<br />

topics. Nevertheless, due to the rapidly<br />

increasing volume of literature, there is<br />

always a necessity for up-to-date reviews.<br />

The silylation of organic compounds for synthetic<br />

and analytical purposes, an important<br />

part of organosilicon chemistry, is the subject<br />

matter of this totally revised and enlarged<br />

monograph.<br />

The term “silylation” is defined as the substitution<br />

of a hydrogen atom bound to a hetero<br />

atom (–OH, =NH, –SH) by a silyl group,<br />

forming a silicon hetero atom bond, without<br />

any further alteration of the molecule.<br />

Excluded from this review are therefore the<br />

silylation of carbon atoms, hydrosilylation,<br />

cleavage reactions etc., as well as the introduction<br />

of silicon-containing protecting<br />

groups which does not involve the formation<br />

of a silicon hetero atom bond. Silylation of<br />

the surface of organic and inorganic material<br />

(as glass, silica etc.) is likewise excluded from<br />

this treatise but some references are mentioned<br />

in special cases.<br />

The monograph describes the different silyl<br />

groups and the reagents available from <strong>Fluka</strong><br />

for their introduction. Due to the comprehensive<br />

program of organosilicon compounds<br />

available from <strong>Fluka</strong>, including many<br />

exclusive specialities, all of the major and<br />

most of the special silyl groups and silylating<br />

agents are mentioned. Hence this treatise<br />

represents an almost comprehensive compilation<br />

of current information on the subject.<br />

All literature till the end of 1986 was taken<br />

into consideration and in some cases references<br />

from 1987 are cited. References from<br />

the primary literature are given for the<br />

important and the more recent publications,<br />

and for those papers which are not cited in<br />

the secondary literature. In all other cases<br />

reviews or leading references are cited.<br />

My apology in advance for any omissions<br />

and errors, which are unavoidable in a work<br />

of this nature.<br />

I would like to express my gratitude to Miss<br />

Irene Singer for preparing the typescript, to<br />

Mrs. Joan Forrer for correcting the manuscript,<br />

to Dr. Jörg Widmer for assistance in<br />

literature research and to Prof. Dr. Gerhard<br />

Simchen for helpful suggestions. Last but not<br />

least, my grateful thanks are due to<br />

Dr. Walter Graf for proposals and critical<br />

discussion and for his engagement in the<br />

technical realisation of this monograph.<br />

Gert van Look<br />

<strong>Fluka</strong> Chemie AG<br />

Second Edition<br />

There have been numerous important developments<br />

in synthetical and analytical application<br />

since the first edition of “Silylating<br />

Agents” was published. Thus we decided to<br />

revise the first edition thoroughly and to<br />

bring it up to date. All literature till the end<br />

of 1993 was taken into consideration and in<br />

some cases references from 1994 are cited.<br />

Among the more notable developments are<br />

2-(trimethylsilyl)ethanol and 2-(trimethylsilyl)ethoxymethylene<br />

chloride protecting<br />

groups, but many others containing silicon<br />

have been included as well.<br />

Methods for carbosilylation are described for<br />

some silylating agents.<br />

After the description of silylating and protecting<br />

agents, we have added typical procedures<br />

for protection of the more important<br />

silylating agents.<br />

The preparative user of this brochure can<br />

find a summary of most of the functional<br />

groups and their application in the final<br />

chapter. Now, it is easier to select the best<br />

protecting group for each functional group.<br />

The chapter “Silanisation” gives a short list<br />

of reagents, which can be used for surfaces<br />

like glass or silica gel, used for example in<br />

material sciences or in sealing techniques.<br />

Although dealing in principle with silylationprocesses,<br />

silanisation reactions are not used<br />

normally for analytical or preparative applications<br />

in synthetic chemistry. We have<br />

therefore excluded this topic from a broader<br />

discussion in this brochure.<br />

We wish to thank Dr. H. Schlemper and<br />

Mrs. J. Forrer for their exceedingly helpful<br />

assistance, also, Dr. M. Metzulat for his<br />

detailed review of new published papers.<br />

J. Heberle<br />

Prof. Dr. G. Simchen<br />

4

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