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

被引：8

作者：

Bryce, MR ^{[1
]}

Chalton, MA ^{[1
]}

Chesney, A ^{[1
]}

Catterick, D ^{[1
]}

Yao, JW ^{[1
]}

Howard, JAK ^{[1
]}

机构：

[1] Univ Durham, Dept Chem, Durham DH1 3LE, England

来源：

TETRAHEDRON | 1998年 / 54卷 / 15期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/S0040-4020(98)00118-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New 1,3-dithiol-2-ylidene derivatives, notably pi-extended systems, have been synthesised by Wittig reactions of phosphorane and phosphonate ester derivatives of 1,3-dithiole with activated ketones and alpha,beta-unsaturated ketones. Nitrosation reactions of a range of these pi-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 1-(4,5-dicarbamethoxy-1,3-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. (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：3919 / 3928

页数：10

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