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From the same journal

A new reaction pathway in organophosphorus chemistry: Competing S(N)2 and AE ' pathways for nucleophilic attack at a phosphorus-carbon cage compound

Research output: Contribution to journalArticlepeer-review


  • C Fish
  • M Green
  • R J Kilby
  • J M Lynam
  • J E McGrady
  • D A Pantazis
  • C A Russell
  • A C Whitwood
  • C E Willans


Publication details

JournalAngewandte Chemie International Edition
DatePublished - May 2006
Issue number22
Number of pages4
Pages (from-to)3628-3631
Original languageEnglish


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.

    Research areas

  • density function calculations, NMR spectroscopy, nucleophilic substitution, phosphorus, structure elucidation, MOLECULAR-ORBITAL METHODS, AB-INITIO, SUBSTITUTION, ELIMINATION, ANIONS, SULFUR

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