Synthesis of Cyclic Alkyl(amino) Carbene Stabilized Silylenes with Small N-Donating Substituents

Wenling Li, Christian Köhler, Zhi Yang*, Dietmar Stalke, Regine Herbst-Irmer, Herbert W. Roesky

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

Lewis base cAACs stabilized monomeric silylenes with halogen or methyl substituents at the silicon center have not been reported due to the strong σ-donor and π-acceptor character of cAAC. To prepare these monomeric silylenes, we used the silicon(IV) precursors 5 and 6 with a nitrogen donor group L (L=o-C6H4NMe2). The cAAC-stabilized (cAAC=C(CH2)(CMe2)2N-Ar, Ar=2,6-iPr2C6H3) silylenes LSiCl(cAAC) (7) and LSiMe(cAAC) (8) were synthesized by reduction of LSiCl3 and LSiMeCl2 with two equivalents of KC8 in the presence of one equivalent of cAAC, respectively. Compounds 7 and 8 were characterized by single-crystal X-ray crystallography, NMR spectroscopy, and elemental analysis. Compounds 7 and 8 are stable in the solid state as well as in solution at room temperature for at least four months under inert conditions.

Original languageEnglish
Pages (from-to)1193-1197
Number of pages5
JournalChemistry - A European Journal
Volume25
Issue number5
DOIs
Publication statusPublished - 24 Jan 2019

Keywords

  • Lewis bases
  • cAAC carbenes
  • side-arm donation
  • silylenes
  • single-crystal X-ray structure

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