Litcius/Paper detail

Photo-induced oxidative cleavage of C–C double bonds for the synthesis of biaryl methanone <i>via</i> CeCl<sub>3</sub> catalysis

Pan Xie, Cheng Xue, Dongdong Du, Sanshan Shi

2021Organic & Biomolecular Chemistry20 citationsDOI

Abstract

A Ce-catalyzed strategy is developed to produce biaryl methanones via photooxidative cleavage of C-C double bonds at room temperature. This reaction is performed under air and demonstrates high activity as well as functional group tolerance. A synergistic Ce/ROH catalytic mechanism is also proposed based on the experimental observations. This protocol should be the first successful Ce-catalyzed photooxidation reaction of olefins with air as the oxidant, which would provide inspiration for the development of novel Ce-catalyzed photochemical synthesis processes.

Topics & Concepts

CatalysisBond cleavageChemistryArylOxidative phosphorylationCleavage (geology)Oxidative cleavageDouble bondMedicinal chemistryCombinatorial chemistryStereochemistryPolymer chemistryOrganic chemistryMaterials scienceComposite materialAlkylFracture (geology)BiochemistryOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization MethodsRadical Photochemical Reactions