Abstract
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.
| Original language | English |
|---|---|
| Pages (from-to) | 1881-1890 |
| Number of pages | 10 |
| Journal | Organometallics |
| Volume | 25 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - 2006 |
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CCDC 285775: Experimental Crystal Structure Determination
De Bo, G. (Contributor), Berthon-Gelloz, G. (Contributor), Tinant, B. (Contributor) & Marko, I. E. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2006
DOI: 10.5517/cc9lcks, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc9lcks&sid=DataCite
Dataset
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CCDC 285774: Experimental Crystal Structure Determination
De Bo, G. (Contributor), Berthon-Gelloz, G. (Contributor), Tinant, B. (Contributor) & Marko, I. E. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2006
DOI: 10.5517/cc9lcjr, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc9lcjr&sid=DataCite
Dataset