Litcius/Paper detail

Switchable Direct Oxygenative Arylation of C(sp<sup>3</sup>)–H Bonds via Electrophotocatalysis

Yan Zhang, Xiang Sun, Ji‐Hu Su, Tong Li, Chengbin Du, Kuiliang Li, Qi Sun, Zhenggen Zha, Zhiyong Wang

2023Organic Letters24 citationsDOI

Abstract

A metal-free electrophotochemical C(sp 3 )-H arylation was developed under mild conditions. This method enables a switchable synthesis of diaryl alcohols and diaryl alkanes from inactive benzylic carbons. More importantly, a cheap and safe mediator N -chlorosuccinimide (NCS) was developed, which was employed for the hydrogen atom transfer (HAT) process of the benzylic C–H bond. In addition, this active radical was captured and identified by electron paramagnetic resonance (EPR).

Topics & Concepts

ChemistryElectron paramagnetic resonanceAtom (system on chip)Hydrogen atomMetalParamagnetismHydrogen bondCarbon atomMedicinal chemistryMoleculeCombinatorial chemistryPhotochemistryStereochemistryOrganic chemistryGroup (periodic table)AlkylNuclear magnetic resonanceEmbedded systemPhysicsComputer scienceQuantum mechanicsCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques