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Updated: Feb 2, 2026

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Synthesis of Cyclic Alkyl(amino) Carbene Stabilized Silylenes with Small N-Donating Substituents
Wenling Li1,2, Christian Köhler2, Zhi Yang1
1School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing, 102488, P. R. China.
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-C6 H4 NMe2 ). The cAAC-stabilized (cAAC=C(CH2 )(CMe2 )2 N-Ar, Ar=2,6-iPr2 C6 H3 ) 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.
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