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Short Paper | Special issue | Vol 95, No. 2, 2017, pp.1254-1260
Published online, 16th February, 2017
DOI: 10.3987/COM-16-S(S)85
Azulene-Based Tetrathiafulvalenes: Preparation and Their Electron-Donating Ability

Ohki Sato,* Takahito Saito, Masami Aoki, and Atsushi Sakai

*Department of Chemistry, Graduate School of Science and Engineering, Saitama University, Shimo-okubo 255, Sakura-ku, Saitama 338-8570, Japan

Abstract

The condensation reaction of dithiocarbonates derived from azuleno- and guaiazulenopentathiepin with vinylene trithiocarbonate and the ethylenedithio derivative in triethyl phosphite afforded azulene-based tetrathiafulvalenes [Az-TTF, Az-(EDT)TTF, GAz-TTF and GAz-(EDT)TTF], respectively. The vinylene derivatives (Az-TTF and GAz-TTF) showed slightly higher electron-donating ability than the corresponding ethylenedithio ones [Az-(EDT)TTF and GAz-(EDT)TTF] by CV measurement. GAz-TTFs produced charge transfer complexes with tetracyanoquinodimethane, respectively.