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Stable N,N’-Diarylated Dihydrodiazaacene Radical Cations
Authors:Gaozhan Xie  N Maximilian Bojanowski  Victor Brosius  Thomas Wiesner  Dr Frank Rominger  Dr Jan Freudenberg  Prof Dr Uwe H F Bunz
Institution:Organisch-Chemisches Institut, Ruprecht-Karls Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
Abstract:Three stable N,N’-diarylated dihydroazaacene radical cations were prepared by oxidation of neutral N,N’-diarylated dihydroazaacenes synthesized via palladium-catalyzed Buchwald-Hartwig aminations of aryl iodides with N,N’-dihydroazaacenes. Both neutral as well as oxidized species were investigated via UV-vis spectroscopy, single crystal analysis, and DFT calculations. All the radical cations are surprisingly stable—their absorption spectra in dichloromethane remain unchanged in ambient conditions for at least 24 hours.
Keywords:DFT calculations  N  N’-diaryldiazaacenes  radical cation  single crystal structure  UV/Vis spectroscopy
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