Photoinduced Phosphination of Arenes Enabled by an Electron Donor–Acceptor Complex Using Thianthrenium Salts
Wei Liu, Hao Hou, Haochuan Jing, Shiqing Huang, Wei Ou, Chenliang Su
Abstract
Herein, we describe a metal-free approach for the cross-coupling of arenes or styryl-thianthrenium salts (TTs) with diarylphosphines via an electron donor-acceptor (EDA) complex. Various tertiary phosphines were obtained with high site selectivity and good functional group tolerance. This method enables straightforward construction of C-P bonds via C-H activation of arenes and allows the late-stage functionalization of natural products or pharmaceutical molecules. Mechanistic studies support the approach involving a photoinduced EDA complex.
Topics & Concepts
ChemistryAcceptorFunctional groupCombinatorial chemistryElectron acceptorMoleculeElectron donorPhotoinduced electron transferSurface modificationSelectivityPhotochemistryMetalOrganic chemistryElectron transferCatalysisPolymerPhysicsPhysical chemistryCondensed matter physicsRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods