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

doi:10.1002/anie.200351855

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 journal › Article › peer-review

27 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 language	English
Pages (from-to)	714-717
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	43
Issue number	6
DOIs	https://doi.org/10.1002/anie.200351855
Publication status	Published - 30 Jan 2004
Externally published	Yes

Keywords

Density functional calculations
Phosphorus heterocycles
Sigmatropic rearrangement

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.200351855

Cite this

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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.",

keywords = "Density functional calculations, Phosphorus heterocycles, Sigmatropic rearrangement",

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AU - Bulo, Rosa E.

AU - Jansen, Helen

AU - Ehlers, Andreas W.

AU - De Kanter, Fransiscus J.J.

AU - Schakel, Marius

AU - Lutz, Martin

AU - Spek, Anthony L.

AU - Lammertsma, Koop

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AB - 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.

KW - Density functional calculations

KW - Phosphorus heterocycles

KW - Sigmatropic rearrangement

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

Abstract

Keywords

ASJC Scopus subject areas

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