SELECTIVE HYDROSILYLATION OF ALKYNES CATALYZED BY AN ORGANOYTTRIUM COMPLEX

Citation
Ga. Molander et Wh. Retsch, SELECTIVE HYDROSILYLATION OF ALKYNES CATALYZED BY AN ORGANOYTTRIUM COMPLEX, Organometallics, 14(10), 1995, pp. 4570-4575
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
ISSN journal
02767333
Volume
14
Issue
10
Year of publication
1995
Pages
4570 - 4575
Database
ISI
SICI code
0276-7333(1995)14:10<4570:SHOACB>2.0.ZU;2-G
Abstract
The organoyttrium complex Cp2YCH3 . THF (Cp* = C(5)Me(5)) has been sh own to be an effective precatalyst for the hydrosilylation of internal alkynes. The reaction with symmetrically substituted alkynes results in a single stereoisomer as the product of cis addition of phenylsilan e to the alkyne. The reaction of various unsymmetrically substituted i nternal alkynes results in a regioselective hydrosilylation reaction t hat places the silane at the less hindered carbon of the alkyne. A var iety of functional groups, e.g., halides, amines, protected alcohols, and trisubstituted olefins, are tolerated by the reaction conditions w ith no decrease in yield.