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Synthesis and nitrosation reactions of π-extended 1,3-dithiol-2-ylidene systems

✍ Scribed by Martin R. Bryce; Michael A. Chalton; Antony Chesney; David Catterick; Jing W. Yao; Judith A.K. Howard

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
822 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis

New I ,3-dithiol-2-ylidene derivatives, notably a-extended systems, have been synthesised by Wittig reactions of phosphorane and phosphonate ester derivatives of 1,3-dithiole with activated ketones and a$unsaturated ketones. Nitrosation reactions of a range of these x-extended systems, results in the formation of nitroalkenes, via unstable nitrosoalkene intermediates, which, in general, could not be isolated. The X-ray crystal structure of I-(4.%dicarbomethoxy-I ,3-dithiol-2-ylidene)-1-cyano-1 -phenyl-methane reveals a small degree of intramolecular electron transfer from the dithiole ring to the conjugated cyano group.

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