129533-52-4Relevant academic research and scientific papers
Aerobic Oxidative Homo- and Cross-Coupling of Amines Catalyzed by Phenazine Radical Cations
Bri?ar, Rok,Unglaube, Felix,Hollmann, Dirk,Jiao, Haijun,Mejía, Esteban
, p. 13481 - 13490 (2018)
Phenazine radical cations (PhRCs) were used for the first time as efficient metal-free catalysts for the oxidative homo- and cross-coupling of a variety of different amines. A series of functional PhRCs were prepared, characterized with X-ray diffraction, and their radical character was investigated with DFT calculations. They were tested as catalysts under neat conditions with low oxygen pressure to prepare homo- and cross-coupled aliphatic and aromatic imines in high yields. Although all synthesized phenazines were catalytically active, the highest reaction rates and the best selectivity were achieved using the 5,10-dihydro-5,10-dimethylphenazine radical cation. By means of fluorescence, UV-vis and EPR spectroscopy, a mechanism of the oxidative amine coupling, catalyzed by PhRCs, is proposed.
Ligand-Free Iron-Catalyzed C-F Amination of Diarylamines: A One-Pot Regioselective Synthesis of Diaryl Dihydrophenazines
Aoki, Yuma,O'Brien, Harry M.,Kawasaki, Hiroto,Takaya, Hikaru,Nakamura, Masaharu
, (2019/01/21)
A one-pot synthesis of various 5,10-diaryl-5,10-dihydrophenazines (DADHPs) from diarylamines has been achieved by using an iron-catalyzed C-F amination. Homodimerization of magnesium diarylamides, followed by defluorinative intramolecular cyclization (dou
