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  A New Reaction Pathway in Organophosphorus Chemistry: Competing SN2 and AE′ Pathways for Nucleophilic Attack at a Phosphorus–Carbon Cage Compound

Fish, C., Green, M., Kilby, R. J., Lynam, J. M., McGrady, J. E., Pantazis, D. A., et al. (2006). A New Reaction Pathway in Organophosphorus Chemistry: Competing SN2 and AE′ Pathways for Nucleophilic Attack at a Phosphorus–Carbon Cage Compound. Angewandte Chemie International Edition, 45(22), 3628-3631. doi:10.1002/anie.200504546.

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 Creators:
Fish, Cheryl1, Author
Green, Michael1, Author
Kilby, Richard J.1, Author
Lynam, Jason M.2, Author
McGrady, John E.3, Author
Pantazis, Dimitrios A.3, Author              
Russell, Christopher A.1, Author
Whitwood, Adrian C.2, Author
Willans, Charlotte E.2, Author
Affiliations:
1School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, UK, ou_persistent22              
2Department of Chemistry, University of York, Heslington, York YO10 5DD, UK, ou_persistent22              
3WestCHEM, Department of Chemistry, University of Glasgow, Glasgow G12 8QQ, U. K., ou_persistent22              

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Free keywords: density functional calculations; NMR specroscopy;nucleophilic substitution; phosphorus; structure elucidation
 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.

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Language(s): eng - English
 Dates: 2006-05-182006-05-26
 Publication Status: Published in print
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.200504546
 Degree: -

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Title: Angewandte Chemie International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 45 (22) Sequence Number: - Start / End Page: 3628 - 3631 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851