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Autospec and are reported as m/z (relative intensity). Accurate masses are reported for the
molecular ion [M] + for EI and [M+H] or [M+Na] for ESI or a suitable fragment ion. IR spectra
were obtained using a Nicolet Avatar E.S.P. 360 FT-IR. The CIF files for 144 (CCDC 618793),
156a (CCDC 618794) and 186b (CCDC 618795) were deposited at the Cambridge
Crystallographic Data Centre (CCDC) and are available free of charge
(http://www.ccdc.cam.ac.uk/). The CIF files for compounds 287b and 296 can be obtained from
(http://pubs.acs.org/). 232 Stick model representations of the X-ray structures used in the text were
generated using Mercury v.1.4.1. (http://www.ccdc.cam.ac.uk/mercury/). Compounds 56a-58a
and 56b-58b were prepared using literature protocols and were obtained in comparable yields
and spectroscopic data.
General notes:
(a) The majority of Rh(I)-catalyzed and Mo-mediated reactions were perfomed in new
disposable test tubes of appropriate size in order to eliminate variables from impurities in
commonly-used glassware. Magnetic stir-bars were used repeatedly and were thoroughly washed
each time by first soaking into aqua regia (HCl/HNO3) followed by extended rinsing with water
and acetone (the stir-bars were then dried in an oven at ca. 100 °C prior to use).
(b) Often, preliminary purification of crude reaction mixtures was performed by first filtering
over a plug of silica gel using a fritted funnel under vacuum. The amount of silica gel that was
used is proportional to the reaction size (as a guideline: ca. 10 g of silica gel per 1 g of crude
residue). In these cases, elution of the desired substance from the silica gel plug was performed
using an appropriate solvent mixture as determined by TLC analysis (ca. Rf = 0.5).
(c) Molecular sieves (4Å) used for storage of solvents or to sequester water in reactions were
activated by three rounds of flame-drying in a round-bottomed flask under vacuum.
142