Synthesis and solubility properties of amine‐functionalized fulleropyrrolidines in organic solvents

Abstract In this study, we prepared amine‐functionalized fullerene derivatives by using methylene blue (MB)‐sensitized photoaddition reactions of fullerene C 60 with a variety of α‐silyl group containing N ‐alkylglycinates through 1,3‐dipolar cycloaddition reactions of in situ formed azomethine ylide, derived from glycinates, to fullerene C 60 and examined their solubility properties in several organic solvents. The results showed that although it was hard to find a clear correlation between the solvent solubility of and N ‐substituents of fullereopyrrolidines, the solubility of functionalized fullerene derivatives in organic solvents such as toluene, CHCl 3 , CH 2 Cl 2 , and tetrahydrofuran (THF) was much higher than that of C 60 and in addition, the solubility properties of fullereopyrrolidines can be manipulated by incorporating diverse organic moieties into fullerene surface.