Hydrosilylation of Alkenes Using a Hydrosiloxane as a Surrogate for Me2SiH2 and Catalyzed by a Nickel-Pincer Complex

We have developed a hydrosilylation reaction of alkenes using 1,1,3,3-tetramethyldisiloxane (TMDS) as a surrogate for Me2SiH2 in the presence of NaOMe, catalyzed by a bench-stable nickel-pincer complex supported by a monoanionic O,N,P-tridentate ligand. The reaction of styrene derivatives proceeds smoothly under mild reaction conditions to provide the hydrosilylated products in high yields with high Markovnikov selectivity. This protocol shows a wide substrate scope and is compatible with a wide range of functional groups. Secondary hydrosilanes are also suitable under the present reaction conditions and furnish the desired products in high yields.

Automated summary

A new method for the hydrosilylation reaction of alkenes has been developed using 1,1,3,3-tetramethyldisiloxane as a substitute for Me2SiH2, catalyzed by a nickel-pincer complex with a monoanionic O,N,P-tridentate ligand under mild reaction conditions. The reaction proceeds smoothly with high yields and high Markovnikov selectivity for styrene derivatives. The protocol shows a wide substrate scope and compatibility with various functional groups, including secondary hydrosilanes.