The kinetics of the bromination of 7 triarylsilanes and 14 other organosilicon hydrides by molecular bromine in CCl4 have been determined by the stopped flow method. For triethylsilane, Arrhenius parameters have been measured in octane and CCl4, and solvent effects determined in other solvents of different polarity. The results accord with a molecular mechanism involving one molecule of bromine and one of the organosilicon hydride, with partial positive charge build-up on silicon in the transition state.
Difficulties in carrying out the free-radical addition of trialkylsilanes (as opposed to trichlorosilane) to alkene CC bonds are partly due to telomerization competing with the radical transfer step. This can be overcome by the use of a large excess of trialkylsilane, when good yields of adduct are obtained from mono-substituted and 1,2-disubstituted alkenes.
Bulletin des Sociétés Chimiques BelgesVolume 91, Issue 5 p. 467-467 Article Molecular and Free Radical Bromination of Organosilicon Hydrides Nabil M. K. El-Durini, Nabil M. K. El-Durini School of Chemistry and Molecular Sciences, University of Sussex, Brighton BN1 9QJ, UKSearch for more papers by this authorRichard A. Jackson, Richard A. Jackson School of Chemistry and Molecular Sciences, University of Sussex, Brighton BN1 9QJ, UKSearch for more papers by this author Nabil M. K. El-Durini, Nabil M. K. El-Durini School of Chemistry and Molecular Sciences, University of Sussex, Brighton BN1 9QJ, UKSearch for more papers by this authorRichard A. Jackson, Richard A. Jackson School of Chemistry and Molecular Sciences, University of Sussex, Brighton BN1 9QJ, UKSearch for more papers by this author First published: 1982 https://doi.org/10.1002/bscb.198209105126AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume91, Issue51982Pages 467-467 RelatedInformation
