title: An extremely redox-active air-stable neutral π radical: dicyanomethylene-substituted triangulene with a threefold symmetry.
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.
authors.affiliation: Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan.
authors.forename: Akira
authors.initials: A
authors.lastname: Ueda
authors.forename: Hideki
authors.initials: H
authors.lastname: Wasa
authors.forename: Shinsuke
authors.initials: S
authors.lastname: Nishida
authors.forename: Yuki
authors.initials: Y
authors.lastname: Kanzaki
authors.forename: Kazunobu
authors.initials: K
authors.lastname: Sato
authors.forename: Daisuke
authors.initials: D
authors.lastname: Shiomi
authors.forename: Takeji
authors.initials: T
authors.lastname: Takui
authors.forename: Yasushi
authors.initials: Y
authors.lastname: Morita
mesh_terms: D004583:Electrons; D008956:Models, Chemical; D009570:Nitriles / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D009570:Nitriles; C521609:cyanomethylidyne