Premium
Hydrosilylation of 1‐alkenes with dichlorosilane
Author(s) -
Out Gerardus J. J.,
Klok HarmAnton,
Schwegler Leonore,
Frey Holger,
Möller Martin
Publication year - 1995
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.1995.021960112
Subject(s) - hydrosilylation , dichlorosilane , chemistry , olefin fiber , catalysis , ether , platinum , yield (engineering) , polymer chemistry , organic chemistry , materials science , silicon , metallurgy
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 1 H ,1 H ,2 H ‐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.