Homogeneous Catalytic Hydrosilylation of Pyridines

Leijun Hao; John F Harrod; Anne-Marie Lebuis; Ying Mu; Ronghua Shu; Edmond Samuel; Hee-Gweon Woo

doi:10.1002/(SICI)1521-3773(19981204)37:22<3126::AID-ANIE3126>3.0.CO;2-Q

Homogeneous Catalytic Hydrosilylation of Pyridines

Angew Chem Int Ed Engl. 1998 Dec 4;37(22):3126-3129. doi: 10.1002/(SICI)1521-3773(19981204)37:22<3126::AID-ANIE3126>3.0.CO;2-Q.

Authors

Leijun Hao¹, John F Harrod¹, Anne-Marie Lebuis¹, Ying Mu¹, Ronghua Shu¹, Edmond Samuel², Hee-Gweon Woo¹

Affiliations

¹ Department of Chemistry, McGill University, Montreal, PQ H3A 2 K6 (Canada), Fax: (+1) 514-398-3797.
² Laboratoire de Chimie Organométallique de l'ENSCP (URA 403 CNRS), 11 rue P. et M. Curie, 75005 Paris (France), Fax: (+33) 1-4326-0061.

Abstract

The color change from yellow to violet allows the formation of the intermediate [Cp₂ Ti(SiHMePh)(pyridine)] to be monitored in the reaction of PhMeSiH₂ with a pyridine in the presence of the precatalyst [Cp₂ TiMe₂ ] [Eq. (a)]; the hydride [Cp₂ TiH] is postulated to be the key intermediate in the catalytic cycle. The regioselective hydrosilylation of pyridine and also substituted pyridines can be catalyzed by the titanocene [Cp₂ TiMe₂ ]. R=Me, CO₂ Et.

Keywords: Homogeneous catalysis; Hydrogenations; Hydrosilylations; Pyridines; Titanium.