From an Isolable Acyclic Phosphinosilylene Adduct to Donor-Stabilized Si = E Compounds (E = O, S, Se)

Kerstin Hansen, Tibor Szilvasi, Burgert Blom, Elisabeth Irran, Matthias Driess*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

24 Citations (Web of Science)

Abstract

Reaction of the arylchlorosilylene-NHC adduct ArSi(NHC) Cl [Ar= 2,6-Trip(2)C(6)H(3); NHC=(MeC)(2)(NMe)(2)C:] 1 with one molar equiv of lithium diphenylphosphanide affords the first stable NHC-stabilized acyclic phosphinosilylene adduct 2 (ArSi(NHC)PPh2), which could be structurally characterized. Compound 2, when reacted with one molar equiv selenium and sulfur, affords the silanechalcogenones 4a and 4b (ArSi(NHC)(= E)PPh2, 4a: E= Se, 4b: E= S), respectively. Conversion of 2 with an excess of Se and S, through additional insertion of one chalcogen atom into the Si - P bond, leads to 3a and 3b (ArSi(NHC)(= E)-E-P(= E)Ph-2, 3a: E= Se, 3b: E= S), respectively. Additionally, the exposure of 2 to N2O or CO2 yielded the isolable NHC-stabilized silanone 4c, Ar(NHC)(Ph2P) Si=O.

Original languageEnglish
Pages (from-to)18930-18933
Number of pages4
JournalChemistry: a European journal
Volume21
Issue number52
DOIs
Publication statusPublished - 21 Dec 2015

Keywords

  • multiple bonds
  • olefin analogues
  • phosphorus
  • silicon
  • zwitterions
  • N-HETEROCYCLIC-CARBENE
  • STABLE SILYLENES
  • DOUBLE-BONDS
  • STRUCTURAL-CHARACTERIZATION
  • REACTIVITY
  • SILANONE
  • TE
  • CHEMISTRY
  • LIGANDS
  • SERIES

Cite this