Phosphorus stabilized carbenes: Theoretical predictions

Ágnes Fekete, László Nyulászi

Research output: Contribution to journalArticle

38 Citations (Scopus)


B3LYP/6-311 + G** and B3LYP/3-21G(*) isodesmic stabilization energies of several five and six membered cyclic carbenes containing phosphorus were calculated to estimate their stability against dimerization. Bridgehead tricoordinate phosphorus in α-position from the carbene increases the stability. Tetracoordinate phosphorus, in β-position from the divalent carbon (forming a phosphorus ylide) has also a significant stabilizing effect. The combination of the above effects results in systems, which are likely to be synthesizable, their stabilization energy approaching that of the Arduengo carbene.

Original languageEnglish
Pages (from-to)278-284
Number of pages7
JournalJournal of Organometalic Chemistry
Publication statusPublished - Feb 1 2002


  • Ab initio calculations
  • Phosphorus ylides
  • Stable phosphinocarbenes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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