Ruthenium-Catalyzed Regioselective 1,2-Hydrosilylation of N-Heteroarenes

by Xinyuan Ma, Dr. Manoj V. Mane, , Prof. Luigi Cavallo, Prof. Steven P. Nolan
Year: 2023 DOI: https://doi.org/10.1002/ejoc.202201466

Extra Information

Eur. J. Org. Chem.

Abstract

An efficient method for the regioselective 1,2-hydrosilylation of N-heteroarenes is reported utilizing silanes as the hydride donor. The ruthenium complex [RuCl(PPh3)2(η5-(3-phenylindenylidene))], a versatile catalyst is, for the first time, employed in this catalytic reaction. The catalyst displays high catalytic efficiency at low loading and operates under mild conditions. This catalytic approach showcases high compatibility and regioselectivity with quinolines bearing different substituents and related N- heterocyclic compounds. The mechanism of this transformation was probed by performing stoichiometric reactions and examined using DFT calculations.