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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”
Author(s) -
Bulo Rosa E.,
Jansen Helen,
Ehlers Andreas W.,
de Kanter Fransiscus J. J.,
Schakel Marius,
Lutz Martin,
Spek Anthony L.,
Lammertsma Koop
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200351855
Subject(s) - ring (chemistry) , bicyclic molecule , random walk , sigmatropic reaction , stereochemistry , computer science , chemistry , physics , combinatorics , mathematics , organic chemistry , statistics
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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