AUTHOR=Li Jia , Yu Pengyuan , Lai Peng , Zou Jiajun , Liu Zhe , Yi Xiuguang , Wang Wei , Pan Changwang 

TITLE=Regioselective Radical Reaction of Monometallofullerene Y@C2v(9)-C82 With N-arylbenzamidine Mediated by Silver Carbonate

JOURNAL=Frontiers in Chemistry

VOLUME=Volume 8 - 2020

YEAR=2020

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2020.593602

DOI=10.3389/fchem.2020.593602

ISSN=2296-2646

ABSTRACT=A novel radical reaction of monometallofullerene Y@C2v(9)-C82 with N-arylbezamidine (1) is successfully conducted through catalysis with silver carbonate. The high-performance liquid chromatographic and mass spectrum results demonstrate that the reaction is highly regioselective to afford only one mono-adduct (2) with an imidazoline group added on C82 cage, and computations through density functional theory reveal the addition group is attached to a specific [5, 6]-bond (C20-C76) near the Y atom. Furthermore, the analysis of prymidalization angle of the carbon atoms demonstrates the geometry of carbon cage is in favor of the regioselective formation of isomer (20, 76).