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=8

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=<p>A novel radical reaction of monometallofullerene Y@C<sub>2v</sub>(9)-C<sub>82</sub> with N-arylbezamidine (<bold>1</bold>) 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 monoadduct (<bold>2</bold>) with an imidazoline group added on C<sub>82</sub> 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).</p>