Smart Hybrid Materials (SHMs)
مختبر شمس لعلوم النانو
Self-Assembled Nanomaterials for Biomedical, Sensing and Separation Applications

Publication-22

Conjugation-Promoted Reaction of Open-Cage Fullerene: A Density Functional Theory Study

Guo, Y.; Yan, J.; Khashab, N. M. Conjugation-Promoted Reaction of Open-Cage Fullerene: A Density Functional Theory Study. ChemPhysChem 2012, 13, 751-755
Guo, Y.; Yan, J.; Khashab, N. M.
Fullerene, open-cage, density functional theory
2012
Yong Guo's paper.jpg 
 
Density functional theory calculations are performed to study the addition mechanism of e-rich moieties such as triethyl phosphite to a carbonyl group on the rim of a fullerene orifice. Three possible reaction channels have been investigated. The obtained results show that the reaction of a carbonyl group on a fullerene orifice with triethyl phosphite most likely proceeds along the classical Abramov reaction; however, the classical pro- duct is not stable and is converted into the experimental product. An attack on a fullerene carbonyl carbon will trigger a rearrangement of the phosphate group to the carbonyl oxygen as the conversion transition state is stabilized by fullerene conjugation. This work provides a new insight on the reactivity of open-cage fullerenes, which may prove helpful in designing new switchable fullerene systems.