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Updated: Jun 23, 2025

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Two-fold addition reaction of silylene to C60: structural and electronic properties of a bis-adduct
Masahiro Kako1, Masato Kai1, Masanori Yasui1
1Department of Engineering Science, The University of Electro-Communications, Chofu 182-8585, Japan.
Abstract:
The addition reaction of C60 with silylene 1, a silicon analog of carbene, yielded the corresponding bis-adduct 3. The structure of 3 was determined by single-crystal X-ray structure analysis, representing the first example of a crystal structure of a silirane (silacyclopropane) derivative of fullerenes. Electrochemical measurements confirmed that the redox potentials of 3 are shifted cathodically compared to those of the parent mono-adduct 2. Density functional theory (DFT) calculations provided the basis for the electronic properties of compound 3.
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