Chemistry Letters · 2006 · 39 citations · 13 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCatalytic MechanismsOrganic SynthesisOrganometallic ReactivityAlkylation ReactionsAlkyne FunctionalizationElectron-withdrawing GroupsOrganoiridium Chemistry
Abstract The iridium-catalyzed hydrosilylation of alkynes in the presence of 4,4′,5,5′-tetramethylbiphosphinine (tmbp) has been explored. The hydrosilylation of alkynes in the presence of tmbp proceeds effectively to give β-(E)-vinylsilanes highly selectively in moderate to high yields, whereas a similar hydrosilylation in the absence of tmbp produces β-(Z)-vinylsilanes selectively. The stereoselectivity of these reactions suggests the importance of the electron-withdrawing properties of tmbp coordinated to iridium.
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Fumiyuki Ozawa, Hideyuki Okamoto, Seiji Kawagishi et al. · Journal of the American Chemical Society · 2002 · 376 citations