Divalent carbon(0) compounds

Gernot Frenking, Ralf Tonner

Research output: Contribution to journalArticlepeer-review

208 Scopus citations

Abstract

Quantum chemical studies show that there is a class of carbon compounds with the general formular CL2 where the carbon atom retains its four valence electrons as two lone pairs. The C-L bonds come from L → C donor-acceptor interactions where L is a strong σ-donor. Divalent C(0) compounds (carbones) are conceptually different from divalent C(II) compounds (carbenes) and tetravalent carbon compounds, but the bonding situation in a real molecule may be intermediate between the three archetypes. There are molecules like tetraaminoallenes which may be described in terms of two double bonds (R2N)2C=C=C(NR2)2 where the extraordinary donor strength of the dicoordinated carbon atom comes only to the fore through the interactions with protons and Lewis acids. They may be considered as "hidden divalent C(0) compounds". The donor strength of divalent C(0) molecules has been investigated by calculations of the binding energies with protons and with main-group Lewis acids and the bond dissociation energies (BDEs) of transition-metal complexes.

Original languageEnglish
Pages (from-to)597-614
Number of pages18
JournalPure and Applied Chemistry
Volume81
Issue number4
DOIs
StatePublished - 2009
Externally publishedYes

Keywords

  • Bonding analysis
  • Carbenes
  • Carbon compounds
  • Dicoordinated carbon
  • Divalent C(0)

Fingerprint

Dive into the research topics of 'Divalent carbon(0) compounds'. Together they form a unique fingerprint.

Cite this