Synthesis and electronic structure of dicyanofulvene-fused electron accepting molecule based on a 1,5-dihydro-s-indacene framework.

Org Lett

Department of Chemistry, Graduate School of Science, Kitasato University, 1-15-1 Kitasato, Minami-ku, Sagamihara, Kanagawa 252-0373, Japan.

Published: November 2014

AI Article Synopsis

  • A novel dicyanofulvene dimer with a benzene ring (3a) was created as an electron-accepting molecule.
  • The low-energy LUMO level was confirmed through ultraviolet photoelectron spectroscopy and electronic measurements.
  • Cyclic voltammetry showed multiple reversible electron transfer events for 3a, from its neutral state to its fully reduced form (3a(4-)), in the voltage range of -0.30 to -2.14 V.

Article Abstract

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.

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http://dx.doi.org/10.1021/ol502675nDOI Listing

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