posted on 2023-11-14, 13:04authored byPrahallad Meher, Satya Prakash Panda, Sanat Kumar Mahapatra, Karan Ramdas Thombare, Lisa Roy, Sandip Murarka
We
report a photoredox system comprising sodium iodide, triphenyl
phosphine, and N,N,N′,N′-tetramethylethylenediamine
(TMEDA) that can form a self-assembled tetrameric electron donor–acceptor
(EDA) complex with diaryliodonium reagents (DAIRs) and furnish aryl
radicals upon visible light irradiation. This practical mode of activation
of DAIRs enables arylation of an array of heterocycles under mild
conditions to provide the respective heteroaryl–(hetero)aryl
assembly in moderate to excellent yields. Detailed mechanistic investigations
comprising photophysical and DFT studies provided insight into the
reaction mechanism.