Regioselective Radical Reaction of Monometallofullerene Y@C(9)-C With N-arylbenzamidine Mediated by Silver Carbonate.

A novel radical reaction of monometallofullerene Y@C(9)-C with N-arylbezamidine () 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 () with an imidazoline group added on C 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).