Stable N, N'‐Diarylated Dihydrodiazaacene Radical Cations. Issue 6 (30th December 2020)

• Record Type: Journal Article
• Authors: Xie, Gaozhan; Bojanowski, N. Maximilian; Brosius, Victor; Wiesner, Thomas; Rominger, Frank; Freudenberg, Jan; Bunz, Uwe H. F.
• Is Part Of: Chemistry. Volume 27:Issue 6(2021)
• Page Start: 1976
• Page End: 1980
• Publication Date: 2020-12-30
• Subjects: DFT calculations -- N, N'-diaryldiazaacenes -- radical cation -- single crystal structure -- UV/Vis spectroscopy; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.202004548
• Languages: English
• ISSNs: 0947-6539

Abstract

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.