Silavinylidene stabilized by an N-heterocyclic carbene: A theoretically predicted stable molecule

Jing Xu, Yi Hong Ding, Diego M. Andrada, Gernot Frenking

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

Quantum chemical calculations show that the N-heterocyclic carbene (NHC)-stabilized silavinylidene, NHCtBu→C=SiR2 is a strongly bonded complex, which has a linear arrangement of the donor and acceptor moieties. The molecule is the energetically lowest lying isomer of the NHC-stabilized R2CSi isomers and it is stable towards dimerization when R is a bulky substituent. The silavinylidene complex is the only species of the silylidene homologues NHCtBu→E=ER2 (E, E=C-Pb) which possesses a linear arrangement. The unusual bonding situation is explained in terms of donor-acceptor interactions between NHCtBu as σ donor and C=SiR2 in the doubly excited singlet state 3a 1â‡'2b2 which leads to a significantly shorter C-SiR2 bond compared with free C=SiR2. Quantum chemical calculations suggest that the N-heterocyclic carbene (NHC)-stabilized silavinylidene NHCtBu→C=SiR2 is a strongly bonded complex which, unlike all other Group 14 homologues NHC→E=ER2 (E, E=C-Pb), has a linear arrangement of the donor and acceptor moieties.

Original languageEnglish
Pages (from-to)9216-9220
Number of pages5
JournalChemistry - A European Journal
Volume20
Issue number30
DOIs
StatePublished - 21 Jul 2014
Externally publishedYes

Keywords

  • N-heterocyclic carbenes
  • bonding
  • quantum chemical calculations
  • silavinylidene
  • silylidene homologues

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