Hydrosilylation of alkynes mediated by N-heterocyclic carbene platinum(0) complexes
(2006) Organometallics — Vol. 25, n° 8, p. 1881-1890 (2006)
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- The hydrosilylation of terminal alkynes by silanes catalyzed by N-heterocyclic carbene platinum(O) complexes has been investigated. The alkynes included 1-octyne and phenylacetylene. The silanes investigated were bis(trimethylsilyloxy)methylsitane, (trimethylsilyloxy)dimethylsilane, tert-butyldimethylsilane, triphenylsilane, phenyldimethylsilane, triethylsilane, and triethoxysilane. X-ray crystal structures for [Pt(N,N'-dicyclohexylimidazol-2-ylidene)(eta(2)-dimethylacetylenedicarboxylate)(2)] (8) and [Pt{C(E)=C(E)-C(E)=C(E)}(N,N'-dimethylbenzimidazol-2-ylidene)(sigma-NCCH3)] (10) (E = CO2Me) have been obtained. A selectivity model, based on structural parameters of the N-heterocyclic carbene, has been devised in order to rationalize the observed regioselectivity obtained. By a judicious choice of catalyst, alkyne, and silane, the regioselectivity of the addition can be controlled.
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De Bo, G., Berthon-Gelloz, G., Tinant, B., & Marko, I. (2006). Hydrosilylation of alkynes mediated by N-heterocyclic carbene platinum(0) complexes. Organometallics, 25(8), 1881-1890. https://doi.org/10.1021/om050866j (Original work published 2006)