JOURNAL ARTICLE

Radical-Initiated Hydrosilylation-Cyclization Reactions of Bis(vinyldimethylsilyl) Compounds, CH2=CH(CH3)2SiXSi(CH3)2CH=CH2 (X = O, CH2, NH, NCH3, NSi(CH3)3

Dietmar SeyferthHolger B. FriedrichShane W. Krska

Year: 1994 Journal:   Zeitschrift für Naturforschung B Vol: 49 (12)Pages: 1818-1826   Publisher: De Gruyter

Abstract

The di-tert-butyl peroxide-initiated reactions of triethyl- and tri-n-propylsilane with bis-(vinyldim ethylsilyl) compounds, CH 2 =CH(CH 3 ) 2 SiXSi(CH 3 ) 2 CH=CH 2 (X-O,CH 2 , NH,NCH 3 and NSiMe 3 ) resulted in hydrosilylation-cyclization to give mixtures of trialkylsilylm ethyl-substituted disilacyclohexanes and trialkylsilylm ethyl-substituted disilacyclopentanes. The ratio of six-membered to five-membered ring products obtained is dependent on the linking group X and decreased in the order X=O>CH 2 >NH>NCH 3 . For X = NSiMe 3 only a mixture of the cis and trans isomers of the five-membered ring product was obtained.

Keywords:
Hydrosilylation Chemistry Ring (chemistry) Medicinal chemistry Catalysis Organic chemistry

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Citation History

Topics

Organoboron and organosilicon chemistry
Physical Sciences →  Chemistry →  Organic Chemistry
Synthesis and characterization of novel inorganic/organometallic compounds
Physical Sciences →  Chemistry →  Inorganic Chemistry
Synthetic Organic Chemistry Methods
Physical Sciences →  Chemistry →  Organic Chemistry

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