Photocatalytic C–H Amination of Aromatics Overcoming Redox Potential Limitations
Tatsuya Morofuji, Gun Ikarashi, Naokazu Kano
Abstract
We report the photocatalytic C–H amination of aromatics overcoming redox potential limitations. Radical cations of aromatic compounds are generated photocatalytically using Ru(phen)3(PF6)2, which has a reduction potential at a high oxidation state (Ered(RuIII/RuII) = +1.37 V vs SCE) lower than the oxidation potentials of aromatic substrates (Eox = +1.65 to +2.27 V vs SCE). The radical cations are trapped with pyridine to give N-arylpyridinium ions, which were converted to aromatic amines.
Topics & Concepts
ChemistryAminationPhotocatalysisRedoxEnvironmental chemistryCombinatorial chemistryOrganic chemistryPhotochemistryCatalysisSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsRadical Photochemical Reactions