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Synfacts 2011(7): 0726-0726  
DOI: 10.1055/s-0030-1260611
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Multistage Electroactive Chromophores

Contributor(s): Timothy M. Swager, Ggoch Ddeul Han
T. Shoji*, J. Higashi, S. Ito, T. Okujima, M. Yasunami, N. Morita
Shinshu University, Matsumoto, Tohoku University, Sendai, Hirosaki University, Ehime University, Matsuyama and Nihon University, Koriyama, Japan
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Publication History

Publication Date:
17 June 2011 (online)

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Significance

Donor-acceptor molecules based on 3-ethynyl-2H-cyclohepta[b]furan-2-one and tetracyanoethylene (TCNE) were synthesized in good yields. [2+2] Cycloaddition and cycloreversion afforded a series of 1,1,4,4-tetracyanobutadienyl (TCBD) chromophores, which exhibit multistage reversible redox behavior and polyelectro-chromic property. Intramolecular charge transfer gives rise to absorption bands in the visible region.