Modelling SN2 nucleophilic substitution at silicon by structural correlation with X-ray crystallography and NMR spectroscopy

Bassindale, Alan R.; Parker, David J.; Taylor, Peter G.; Auner, Norbert and Herrschaft, Bernhard (2003). Modelling SN2 nucleophilic substitution at silicon by structural correlation with X-ray crystallography and NMR spectroscopy. Journal of Organometallic Chemistry, 667(1-2) pp. 66–72.

DOI: https://doi.org/10.1016/S0022-328X(02)02130-7

Abstract

The X-ray crystal structures of four 1-(halodimethylsilylmethyl)-2-quinolinones have been measured and used to model the reaction profile for nucleophilic substitution at silicon. Similar structural correlations have been performed in solution, the percentage Si---O bond formation being obtained from the 13C chemical shifts of the quinolinone carbons and the extent of pentacoordination from the 29Si chemical shift of the silicon. Excellent agreement is obtained between the two methods confirming the validity of the NMR technique for structural correlation in solution.

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• Item ORO ID
• 5110
• Item Type
• Journal Item
• ISSN
• 0022-328X
• Extra Information
• Some of the symbols may not have transferred correctly into this bibliographic record and/or abstract.
• Keywords
• Silicon; Pentacoordinate; NMR; X-ray study; Nucleophilic substitution; Structural correlation
• Academic Unit or School
• Other Departments > Vice-Chancellor's Office
  Other Departments
  Faculty of Science, Technology, Engineering and Mathematics (STEM) > Life, Health and Chemical Sciences
  Faculty of Science, Technology, Engineering and Mathematics (STEM)
• Depositing User
• Alan Bassindale