Study of binuclear silicon complexes of diketopiperazine at SN2 reaction profile

Sohail Muhammad, Alan R. Bassindale, Peter G. Taylor, Louise Male, Simon J. Coles, Michael B. Hursthouse

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24 Citations (Scopus)

Abstract

A series of binuclear pentacoordinate silicon complexes of diketopiperazine have been synthesized and substituent (leaving group) effects on the Si-O bond coordination have been studied by comparison of the five differently substituted analogous structures (X = F, Cl, OTf, Br, and I). Variable-temperature NMR spectroscopy supported by X-ray crystallography shows, for the first time in binuclear pentacoordinate silicon complexes, a complex equilibrium with both nonionic (O-Si) and ionic (Si-X) dissociation of the axial bonds in the silicon-centered trigonal bipyramids. The two dissociation pathways are consistent with a model for nucleophilic substitution in a binuclear pentacoordinate silicon compound at the silicon atom.

Original languageEnglish
Pages (from-to)564-571
Number of pages8
JournalOrganometallics
Volume30
Issue number3
DOIs
Publication statusPublished - 14 Feb 2011

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ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Muhammad, S., Bassindale, A. R., Taylor, P. G., Male, L., Coles, S. J., & Hursthouse, M. B. (2011). Study of binuclear silicon complexes of diketopiperazine at SN2 reaction profile. Organometallics, 30(3), 564-571. https://doi.org/10.1021/om1009318