Hydrolilylation of 1-alkenes with dichlorosilane

Gerardus J.J. Out, Harm-Anton Klok, Leonore Schwegler, Holger Frey, Martin Möller*

*Corresponding author for this work

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Abstract

Symmetrically and unsymmetrically substituted diorganodichlorosilanes have been prepared by hydrosilylation with dichlorosilane using two different platinum catalysts, i.e., hexachloroplatinic acid (Speier's catalyst) and a platinum cyclovinylmethylsiloxane complex. Hydrosilylation of unsubstituted 1-alkenes proved to be very efficient, yielding anti-Markonikov substituted di-n-alkyldichlorosilanes. However, no reaction was observed when electron-deficient 1-alkenes were used. Octacarbonyldicobalt enabled formation of the monoadduct of 1H,1H,2H-perfluoro-1-hexene with dichlorosilane, which was employed in a second hydrosilylation of the olefin. Thus, the anti-Markovnikov diadduct was obtained in 40% overall yield. The two-step synthesis has also been applied successfully to obtain unsymmetrically substituted diorganodichlorosilanes containing nitrile and ether groups.
Original languageEnglish
Pages (from-to)185-194
JournalMacromolecular chemistry and physics
Volume196
Issue number1
DOIs
Publication statusPublished - 1995

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    Out, G. J. J., Klok, H-A., Schwegler, L., Frey, H., & Möller, M. (1995). Hydrolilylation of 1-alkenes with dichlorosilane. Macromolecular chemistry and physics, 196(1), 185-194. https://doi.org/10.1002/macp.1995.021960112