The Circumambulation of a Phosphirane: Taking 9-Phenyl-9-phosphabicyclo[6.1.0]nona-2,4,6-triene for a "Walk"

Rosa E. Bulo, Helen Jansen, Andreas W. Ehlers, Fransiscus J.J. De Kanter, Marius Schakel, Martin Lutz, Anthony L. Spek, Koop Lammertsma

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)

Abstract

Walking rings: At room temperature, the P-R entity of a bicyclic phosphirane (see picture) "walks" along the perimeter of the larger ring. Although this concerted rearrangement is similar to that of its hydrocarbon analogue, the additional 1,5-sigmatropic shift follows a different mechanism.

Original languageEnglish
Pages (from-to)714-717
Number of pages4
JournalAngewandte Chemie - International Edition
Volume43
Issue number6
DOIs
Publication statusPublished - 30 Jan 2004
Externally publishedYes

Keywords

  • Density functional calculations
  • Phosphorus heterocycles
  • Sigmatropic rearrangement

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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