Stable <i>N</i>,<i>N’</i>‐Diarylated Dihydrodiazaacene Radical Cations
Gaozhan Xie, N. Maximilian Bojanowski, Victor Brosius, Thomas Wiesner, Frank Röminger, Jan Freudenberg, Uwe H. F. Bunz
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.
Topics & Concepts
DichloromethaneChemistryCatalysisPalladiumArylOrganic chemistrySolventAlkylRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization Methods