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Note | Regular issue | Vol 65, No. 1, 2005, pp.187-193
Published online, 29th November, 2004
DOI: 10.3987/COM-04-10268
A Facile Synthesis of Asymmetrical 2,3-Dicyano-substituted Tetrathiafulvalene Derivatives

Tie Chen, Chunlan Wang, Zhiqi Cong, Bingzhu Yin,* and Kimiaki Imafuku*

*Department of Chemistry, Faculty of Science, Kumamoto University, Kurokami 2-39-1, Kumamoto 860-8555, Japan

Abstract

The cross-coupling reactions of 4,5-dicyano-1,3-dithiol-2-one (3) and 4,5-bis(alkylthio)- and 4,5-bis(methoxycarbonyl)-1,3-dithiole-2-thiones (4a-e) gave asymmetrical 2,3-dicyanotetrathiafulvalenes (5a-e) having electron-donating or electron-withdrawing substituents at the 6,7-positions under high dilution condition. A pyrrole-fused tetrathiafulvalene (5f) was also obtained. Their electrochemical behaviors were measured by means of cyclic voltammetry.