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Cyclic Carbodiphosphorane–Diphosphinocarbene Thermal Interconversion
Author(s) -
Marrot Sebastien,
Kato Tsuyoshi,
Cossío Fernando P.,
Gornitzka Heinz,
Baceiredo Antoine
Publication year - 2006
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.200603151
Subject(s) - carbene , contraction (grammar) , divalent , chemistry , ring (chemistry) , stereochemistry , crystallography , organic chemistry , biology , catalysis , endocrinology
Unusual thermal ring contraction of five‐membered cyclic azacarbodiphosphorane into a four‐membered 1,2 λ 5 ‐azaphosphete was observed (see scheme). Experimental and computational results indicate that the ring contraction results from a remarkable interconversion between two different types of divalent carbon species (dianionic and carbene): carbodiphosphorane and diphosphinocarbene.