Synthesis And Characterization Of Methanofullerene And Fulleroimidazolidinones Derivatives

Bingel reaction is one of the typical cycloaddition reaction, which enables the synthesis of cyclopropanated [60]fullerenes. The catalysts of the tradition Bingel reaction are strong bases(ie. Na H, DBU), which limits the application of the reaction. Strictly speaking, the experimental condition has no water. The dosage of DBU is be strictly controlled. And, these bromo-substituted active methylene compounds containing acid groups cann’t be used to Bingel reaction. An optimum design was carried out in this paper, which provided DMSO/Na2CO3 to substitute strong bases. Consequently, 35 fullerene cyclopropanation derivatives not been reported in literatures were synthesized. Compared with traditional Bingel reaction, the new reaction had great advantages,such as, the greatly shorten reaction time, gentle reaction condition,high yields and so on. At the same time, this reaction method was applied to the cyclopropanation of graphene and single walled carbon nanotubes. The reasonable reaction mechanism was also discussed. On the other hand, three new fulleroimidazolidinones were obtained under Ph I(OAc)2/I2 conditions. Finally, the structures of obtained products were characterized by FT-IR, UV-vis,1H NMR,13 C NMR and MS.