Litcius/Paper detail

Oxidative C–S Bond Cleavage of Benzyl Thiols Enabled by Visible-Light-Mediated Silver(II) Complexes

Boseok Hong, Kim Christopher C. Aganda, Anna Lee

2020Organic Letters28 citationsDOI

Abstract

The oxidative cleavage reaction of the C-S bond using singlet oxygen is challenging because of its uncontrollable nature. We have developed a novel method for the singlet-oxygen-mediated selective C-S bond cleavage reaction using silver(II)-ligand complexes. Visible-light-induced silver catalysis enables the controlled oxidative cleavage of benzyl thiols to afford carbonyl compounds, such as aldehydes or ketones, which are important synthetic components.

Topics & Concepts

ChemistryOxidative phosphorylationCleavage (geology)Bond cleavageOxidative cleavagePhotochemistryVisible spectrumCombinatorial chemistryOxidative additionStereochemistryMedicinal chemistryOrganic chemistryCatalysisBiochemistryEngineeringOptoelectronicsFracture (geology)Geotechnical engineeringPhysicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods