Stabilization of unsymmetrically annelated imidazol-2-ylidenes with respect to their higher group 14 homologues by n-/π-HOMO inversion

Farman Ullah, Gabor Bajor, Tamas Veszprémi, Peter G. Jones, Joachim W. Heinicke

Research output: Article

42 Citations (Scopus)

Abstract

(Chemical Equation Presented) From annelation to an elation: The surprising stability of pyridoannelated imidazol-2-ylidenes (see scheme) in comparison with the heavier Group 14 homologues suggests broad tuning potential and control of the reactivity by the lone pair of electrons at the carbon atom. The asymmetric distribution of π-electron density, which destabilizes the heavier homologues, does not markedly diminish the kinetic stability of the N-heterocyclic carbenes (NHCs).

Original languageEnglish
Pages (from-to)2697-2700
Number of pages4
JournalAngewandte Chemie - International Edition
Volume46
Issue number15
DOIs
Publication statusPublished - jún. 29 2007

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ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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