A General Electron Donor–Acceptor Photoactivation Platform of Diaryliodonium Reagents: Arylation of Heterocycles
Prahallad Meher, Satya Prakash Panda, Sanat Kumar Mahapatra, Karan Ramdas Thombare, Lisa Roy, Sandip Murarka
Abstract
'-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.
Topics & Concepts
ChemistryArylReagentPhotochemistryPhosphineAcceptorIodideElectron acceptorCombinatorial chemistryTetramethylethylenediamineRadicalElectron donorAlkylMedicinal chemistryOrganic chemistryCatalysisPhysicsCondensed matter physicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions