Stable N, N’‐Diarylated Dihydrodiazaacene Radical Cations

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.

Abstract

Oxidation of N , N’ ‐diarylated dihydroazaacenes furnishes three stable dihydroazaacene radical cations characterized by means of UV‐vis spectroscopy, single crystal analysis, and DFT calculations.