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A new reaction pathway in organophosphorus chemistry: competing SN2- and AE'-pathways for nucleophilic attack at a phosphorus-cage compound

Fish, C., Green, M., Kilby, R.J., Lynam, J.M., McGrady, J.E., Pantazis, D.A., Russell, C.A., Whitwood, A.C. and Willans, C.E. (2006) A new reaction pathway in organophosphorus chemistry: competing SN2- and AE'-pathways for nucleophilic attack at a phosphorus-cage compound. Angewandte Chemie International Edition, 45 (22). pp. 3628-3631. ISSN 1433-7851

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Abstract

Competition: A combination of 31P NMR spectroscopic and calculational studies have shown that nucleophilic substitution in the phosphorus-carbon cage compound ClP3(CtBu)2 occurs through competing SN2- and AE-type reaction pathways (see scheme for model compound ClP3(CH)2). The AE mechanism results in the formation of a C2v-symmetric intermediate prior to release of the chloride ion.

Item Type: Article
Institution: The University of York
Academic Units: The University of York > Chemistry (York)
Depositing User: York RAE Import
Date Deposited: 21 Aug 2009 10:14
Last Modified: 21 Aug 2009 10:14
Published Version: http://dx.doi.org/10.1002/anie.200504546
Status: Published
Publisher: John Wiley & Sons
Identification Number: 10.1002/anie.200504546
URI: http://eprints.whiterose.ac.uk/id/eprint/5494

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