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Hybrid [5]Radialenes with Bispyrroloheteroles: New Electron‐Donating Units
Authors:Dr. Tomohiro Higashino  Prof. Dr. Hiroshi Imahori
Affiliation:1. Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo‐ku, Kyoto, 615‐8510 (Japan);2. Institute for Cell‐Material Sciences (WPI‐iCeMS), Kyoto University, Nishikyo‐ku, Kyoto, 615‐8510 (Japan)
Abstract:Bispyrroloheteroles have been synthesized to address their intrinsic structural, optical, and electrochemical properties. The X‐ray crystal structures and calculated natural bond orbital (NBO) bond orders unambiguously demonstrated the existence of a two pyrrole‐fused five‐membered ring with short exocyclic C?C double bonds and long endocyclic C?C single bonds, supporting that the bispyrroloheteroles are rare examples of structurally characterized hybrid [5]radialenes. The bispyrroloheteroles were found to act as an electron‐donating unit, which would be fascinating for the rational design of new charge‐transporting and donor–acceptor photovoltaic materials as well as versatile charge‐transfer complexes.
Keywords:charge transfer  donor–  acceptor systems  heterocycles  UV/Vis spectroscopy  X‐ray diffraction
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