Synthesis and Electronic Structure of Dicyanofulvene-Fused Electron Accepting Molecule Based on a 1,5-Dihydro‑s‑Indacene Framework

A novel dicyanofulvene dimer fused to a benzene ring (3a) has been synthesized as an electron-accepting molecule. The low-lying LUMO level was validated by measuring the ultraviolet photoelectron spectroscopy and electronic spectra. Cyclic voltammetry exhibited sequential reversible waves from 3a to...

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Bibliographic Details
Published in:Organic letters 2014-11, Vol.16 (21), p.5608-5611
Main Authors: Endo, Yasutaka, Hasegawa, Masashi, Matsui, Tamami, Yagi, Hajime, Hino, Shojun, Mazaki, Yasuhiro
Format: Article
Language:English
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Summary:A novel dicyanofulvene dimer fused to a benzene ring (3a) has been synthesized as an electron-accepting molecule. The low-lying LUMO level was validated by measuring the ultraviolet photoelectron spectroscopy and electronic spectra. Cyclic voltammetry exhibited sequential reversible waves from 3a to 3a 4– in a range of −0.30 to −2.14 V (vs Fc/Fc+). The electronic structure of 3a and its anionic species (3a •– , 3a 2– , 3a 3•– , and 3a 4– ) were investigated by electronic spectra and X-ray crystallographic analyses.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol502675n