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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 (Digital Object Identifier) Link: http://dx.doi.org/10.1016/S0022-328X(02)02130-7
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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.

Item Type: Journal Article
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/Department: Other Departments > Vice-Chancellor's Office
Science > Life, Health and Chemical Sciences
Interdisciplinary Research Centre: Centre for Earth, Planetary, Space and Astronomical Research (CEPSAR)
eSTEeM
Biomedical Research Network (BRN)
Item ID: 5110
Depositing User: Alan Bassindale
Date Deposited: 25 Jul 2006
Last Modified: 24 Jul 2014 09:22
URI: http://oro.open.ac.uk/id/eprint/5110
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