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05 February 2025
 
  » pubmed » pmid10796999

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Stable versions of transient push-pull carbenes: extending lifetimes from nanoseconds to weeks
C Buron ; H Gornitzka ; V Romanenko ; G Bertr ;
Date 5 May 2000
Journal Science, 288 (5467), 834-6
AbstractA (phosphanyl)(trifluoromethyl)carbene is shown to be stable for weeks in solution at temperatures up to -30 degrees C. Its chemical behavior exactly matches that of its transient congeners, even to the extent that subtle effects, such as the recently discovered weak pi interaction with aromatics, are observed. The influence of substituents on the structure of push-pull carbenes is demonstrated by a single-crystal x-ray diffraction study of a (phosphanyl)[2, 6-bis(trifluoromethyl)phenyl]carbene. The lifetime of these molecules makes them accessible to a wider range of standard techniques, allowing their chemical and physical behaviors to be studied in more detail than was previously possible.
Source PubMed, pmid10796999 doi: 8455
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