EMAIL THIS PAGE TO A FRIEND

Journal of the American Chemical Society

Alkyne hydrosilylation catalyzed by a cationic ruthenium complex: efficient and general trans addition.


PMID 16351094

Abstract

The complex [Cp*Ru(MeCN)3]PF6 is shown to catalyze the hydrosilylation of a wide range of alkynes. Terminal alkynes afford access to alpha-vinylsilane products with good regioselectivity. Deuterium labeling studies indicate a clean trans addition process is at work. The same complex is active in internal alkyne hydrosilylation, where absolute selectivity for the trans addition process is maintained. Several internal alkyne substrate classes, including propargylic alcohols and alpha,beta-alkynyl carbonyl compounds, allow regioselective vinylsilane formation. The tolerance of a wide range of silanes is noteworthy, including alkyl-, aryl-, alkoxy-, and halosilanes. This advantage is demonstrated in the direct synthesis of triene substrates for silicon-tethered intramolecular Diels-Alder cycloadditions.

Related Materials

Product #

Image

Description

Molecular Formula

Add to Cart

667412
Pentamethylcyclopentadienyltris (acetonitrile)ruthenium(II) hexafluorophosphate
C16H24N3PRuF6