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Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
An extremely redox-active air-stable neutral π radical: dicyanomethylene-substituted triangulene with a threefold
Akira Ueda1, Hideki Wasa, Shinsuke Nishida
1Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan.
Abstract:
Radically active: A redox-active air-stable neutral π radical (1(·)) with three dicyanomethylene groups introduced with threefold symmetry into a triangulene π skeleton instead of the oxygen atoms of TOT(·) was designed, synthesized, and characterized (see figure). The enhanced electron-accepting ability and extended π-electronic system of this chemical modification gave an extremely small SOMO-LUMO gap and significantly lowered the frontier orbital energies, leading to the remarkable increase in the redox stages.
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