Hydride migration from silicon to an adjacent unsaturated imino carbon: Intramolecular hydrosilylation

Evgenia Kertsnus-Banchik, Inna Kalikhman, Boris Gostevskii, Zvicka Deutsch, Mark Botoshansky, Daniel Kost

Research output: Contribution to journalArticlepeer-review

26 Scopus citations

Abstract

1,3-Hydride shift from silicon to an adjacent imino carbon ("intramolecular hydrosilylation") is observed in the reaction of MeSiHCl2 with O-trimethylsilyl-N-(alkylidenimino)imidates [RC(OSiMe3)=NN=CR1R2; R = Me, Ph, CH 2Ph, t-Bu; R1, R2 = Me (1), (CH 2)n (9), Ph, H (14)], leading to pentacoordinate silicon complexes. The reaction proceeds further to rearrange to the tricyclic pentacoordinate complexes, observed previously as products of intramolecular aldol condensation of imine moieties residing on two chelate rings in the reactions of XSiCl3 (X = alkyl, aryl) and 1.

Original languageEnglish
Pages (from-to)5285-5294
Number of pages10
JournalOrganometallics
Volume27
Issue number20
DOIs
StatePublished - 27 Oct 2008

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Fingerprint

Dive into the research topics of 'Hydride migration from silicon to an adjacent unsaturated imino carbon: Intramolecular hydrosilylation'. Together they form a unique fingerprint.

Cite this