Open AccessPhotoreactions of Sc 3 N@ I h ‐C 80 and Lu 3 N@ I h ‐C 80 with disilirane: Isolation and characterization of labile 1,2‐adducts
Author(s) -
Kako Masahiro,
Ozeki Fumiaki,
Kanzawa Shinji,
Fukazawa Shinpei,
Sato Kumiko,
Yamada Michio,
Maeda Yutaka,
Furukawa Makoto,
Akasaka Takeshi
Publication year - 2018
Publication title -
heteroatom chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.283
H-Index - 42
eISSN - 1098-1071
pISSN - 1042-7163
DOI - 10.1002/hc.21477
Subject(s) - chemistry , adduct , isomerization , electrochemistry , silylation , redox , medicinal chemistry , organic chemistry , catalysis , electrode
The photolysis of Sc 3 N@ I h ‐C 80 with disilirane (1,2‐disilacyclopropane) afforded the corresponding 1,2‐ and 1,4‐adducts. The relatively unstable 1,2‐product was characterized using spectroscopic and electrochemical analyses, and theoretical calculations. The relative energies of the optimized structures are consistent with the experimentally observed isomerization of the 1,2‐adduct to the 1,4‐adduct. The electron‐donating effects of the silyl groups in these products were confirmed by comparing the redox potentials of the related Sc 3 N@ I h ‐C 80 derivatives. The relative stabilities and electronic properties of the 1,2‐ and 1,4‐adducts of Lu 3 N@ I h ‐C 80 show similar aspects to those obtained for the corresponding Sc 3 N@ I h ‐C 80 derivatives.