Litcius/Paper detail

<i>m-</i>C<sub>Ar</sub>–H Bond Alkylations and Difluoromethylation of Tertiary Phosphines Using a Ruthenium Catalyst

Gang Li, Jiangzhen An, Chunqi Jia, Bingxu Yan, Lei Zhong, Junjie Wang, Suling Yang

2020Organic Letters32 citationsDOI

Abstract

m-CAr–H bond functionalization of tertiary phosphines was developed using [Ru(p-cymene)Cl2]2 as a catalyst. Desired product structures were confirmed by single-crystal X-ray diffraction. Mechanistic experiments indicated that m-CAr–H bond functionalization was a radical reaction and that a hexagonal ruthenacycle complex was a crucial intermediate in the process. Therefore, this study provides a novel method for the late-stage meta-position modification of biphenyl monophosphine ligands.

Topics & Concepts

ChemistryRutheniumCatalysisSurface modificationBiphenylMedicinal chemistrySingle crystalCrystal structureCombinatorial chemistryStereochemistryOrganic chemistryCrystallographyPhysical chemistryCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions