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Communication | Special issue | Vol 77, No. 2, 2009, pp.837-842
Published online, 14th October, 2008
DOI: 10.3987/COM-08-S(F)106
Synthesis and Electrochromic Properties of Bis(2-tetrathiafulvalenylethynylphenyl)ethynes

Masashi Hasegawa, Yusuke Kobayashi, Kenji Hara, Hideo Enozawa, and Masahiko Iyoda*

*Graduate School of Science, Tokyo Metropolitan University, 1-1, Minami-ohsawa, Hachioji, Tokyo 192-0364, Japan

Abstract

Bis(2-tetrathiafulvalenylethynylphenyl)ethynes 1a and 1b have been synthesized by the Sonogashira coupling reaction of 4-iodotetrathiafulvalenes with bis(2-ethynylphenyl)ethyne. The dimeric TTFs 1a and 1b form an open-chain anti conformation in the neutral and tetracation states, whereas 1a and 1b form a helical syn conformation in the mono- and dication states owing to their face–to–face interaction between the two TTF units. Such conformational changes lead to unique electrochromic and on–off switching properties of 1a and 1b in UV–vis–NIR spectra.