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

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

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.

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Veröffentlicht in:Angewandte Chemie International Edition 2004-01, Vol.43 (6), p.714-717
Hauptverfasser: Bulo, Rosa E., Jansen, Helen, Ehlers, Andreas W., de Kanter, Fransiscus J. J., Schakel, Marius, Lutz, Martin, Spek, Anthony L., Lammertsma, Koop
Format: Artikel
Sprache:eng
Schlagworte:
density functional calculations
phosphorus heterocycles
sigmatropic rearrangement
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Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200351855