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Abstract Diaryliodonium salts have been used as aryl radical sources under visible light-mediated photoredox catalysis. Benzene and a range of heteroarenes are arylated with Ar2I+ in the presence of Ir(ppy)2(bpy)PF6 upon irradiation with visible light. When pyrroles are used, the arylation proceeds in the absence of a photoredox catalyst. Both processes are initiated by photoinduced single-electron-transfer to Ar2I+, generating aryl radicals.
Tobisu et al. (Fri,) studied this question.