Revealing Silylation of C(sp<sup>2</sup>)/C(sp<sup>3</sup>)–H Bonds in Arylphosphines by Ruthenium Catalysis
Jianfei Wen, Ben Dong, Jin-Jun Zhu, Yue Zhao, Zhuangzhi Shi
Abstract
The first aromatic C-H silylation between arylphosphines and hydrosilanes enabled by a ruthenium complex has been developed. The excellent ortho-selectivity results from a four-membered metallacyclic intermediate involving phosphorus chelation. The developed system can be extended to the benzylic C-H silylation of arylphosphines. Diverse silylated arylphosphines are produced, exhibiting broad functional group compatibility. Further functionalization of the products under mild conditions renders the formed compounds useful building blocks.
Topics & Concepts
SilylationRutheniumChemistryCatalysisChelationSelectivitySurface modificationMedicinal chemistryOrganic chemistryPhysical chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsAsymmetric Hydrogenation and Catalysis