Homogeneous catalytic hydrosilylation of the CC double bond in the presence of transition metalcatalysts

Research output: Contribution to journalArticle

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Abstract

Hydrosilylation of unsaturated esters and other vinyl- and vinylidene type olefins has been carried out with PtCl2(PhCN)2, RhCl(PPh3)3 and platinum-phosphine catalysts. With PtCl2(PhCN)2 and platinum(0)-phosphine complexes as catalysts the hydrosilylation of methyl methacrylate gave the linear product 2a, whereas in the RhCl(PPh3)-catalyzed reaction the silyl ketene acetal derivative 4a was formed selectively. In the reactions of other esters and unsaturated hydrocarbons the main product is highly dependent on the structure of the substrate, but the catalyst used is also very important. With unsaturated hydrocarbons the selectivity is rather poor, but in the case of 1-vinyl-2-pyrrolidinone the linear- (9e) and the branched hydrosilylated derivative (10e) are formed in high yields depending on the catalyst used. The platinum(II)-phosphine complexes are inactive in the absence of air, but some platinum(0)-phosphine catalysts are also effective under argon in the hydrosilylation of methyl methacrylate.

Original languageEnglish
Pages (from-to)297-304
Number of pages8
JournalJournal of Organometallic Chemistry
Volume408
Issue number3
DOIs
Publication statusPublished - May 21 1991

Fingerprint

phosphine
Hydrosilylation
Platinum
phosphines
catalysts
platinum
Catalysts
Methacrylates
Hydrocarbons
Esters
esters
Acetals
hydrocarbons
Argon
Alkenes
Derivatives
acetals
vinylidene
products
Air

ASJC Scopus subject areas

  • Biochemistry
  • Chemical Engineering (miscellaneous)
  • Inorganic Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Science (miscellaneous)
  • Materials Chemistry

Cite this

Homogeneous catalytic hydrosilylation of the CC double bond in the presence of transition metalcatalysts. / Skoda-Földes, R.; Kollár, L.; Heil, Bálint.

In: Journal of Organometallic Chemistry, Vol. 408, No. 3, 21.05.1991, p. 297-304.

Research output: Contribution to journalArticle

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AB - Hydrosilylation of unsaturated esters and other vinyl- and vinylidene type olefins has been carried out with PtCl2(PhCN)2, RhCl(PPh3)3 and platinum-phosphine catalysts. With PtCl2(PhCN)2 and platinum(0)-phosphine complexes as catalysts the hydrosilylation of methyl methacrylate gave the linear product 2a, whereas in the RhCl(PPh3)-catalyzed reaction the silyl ketene acetal derivative 4a was formed selectively. In the reactions of other esters and unsaturated hydrocarbons the main product is highly dependent on the structure of the substrate, but the catalyst used is also very important. With unsaturated hydrocarbons the selectivity is rather poor, but in the case of 1-vinyl-2-pyrrolidinone the linear- (9e) and the branched hydrosilylated derivative (10e) are formed in high yields depending on the catalyst used. The platinum(II)-phosphine complexes are inactive in the absence of air, but some platinum(0)-phosphine catalysts are also effective under argon in the hydrosilylation of methyl methacrylate.

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