Phosphorus stabilized carbenes: Theoretical predictions

Ágnes Fekete, L. Nyulászi

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

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 Organometallic Chemistry
Volume643-644
DOIs
Publication statusPublished - Feb 1 2002

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carbenes
Phosphorus
phosphorus
predictions
Stabilization
stabilization
Dimerization
dimerization
Carbon
carbene
energy
carbon
estimates

Keywords

  • Ab initio calculations
  • Phosphorus ylides
  • Stable phosphinocarbenes

ASJC Scopus subject areas

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

Cite this

Phosphorus stabilized carbenes : Theoretical predictions. / Fekete, Ágnes; Nyulászi, L.

In: Journal of Organometallic Chemistry, Vol. 643-644, 01.02.2002, p. 278-284.

Research output: Contribution to journalArticle

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