Two-fold addition reaction of silylene to C60: structural and electronic properties of a bis-adduct

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 fuller...

Full description

Saved in:
Bibliographic Details
Published in:Beilstein journal of organic chemistry 2024-05, Vol.20 (1), p.1179-1188
Main Authors: Kako, Masahiro, Kai, Masato, Yasui, Masanori, Yamada, Michio, Maeda, Yutaka, Akasaka, Takeshi
Format: Article
Language:English
Subjects:
bis-adduct
c60
Chemistry
Full Research Paper
fullerene
silirane
silylene
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.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.
ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.20.100