1,3-dipolar [70]fulleropyrrolidinium iodide derivatives
Certain embodiments are directed to C 70 fullerene derivatives N—N-dimethyl [70]fulleropyrrolidinium iodide. Certain further embodiments are directed to α, β and γ isomer of N—N-dimethyl[70]fulleropyrrolidinium iodide.
1. A composition comprising at least one isomer of an α-N—N-dimethyl[70]fulleropyrrolidinium iodide, β-N—N-dimethyl[70]fulleropyrrolidinium iodide, or γ-N—N-dimethyl[70]fulleropyrrolidinium iodide.
2. The composition of claim 1 , wherein the α-N—N-dimethyl[70]fulleropyrrolidinium iodide comprises 10 to 90% of the N—N-dimethyl[70]fulleropyrrolidinium iodide in the composition.
3. The composition of claim 1 , wherein the β-N—N-dimethyl[70]fulleropyrrolidinium iodide comprises 10 to 90% of the N—N-dimethyl[70]fulleropyrrolidinium iodide in the composition.
4. The composition of claim 1 , wherein the γ-N—N-dimethyl[70]fulleropyrrolidinium iodide comprises 10 to 90% of the N—N-dimethyl[70]fulleropyrrolidinium iodide in the composition.
5. The composition of claim 1 , wherein the isomer is α-N—N-dimethyl[70]fulleropyrrolidinium iodide.
6. The composition of claim 1 , wherein the isomer is β-N—N-dimethyl [70]fulleropyrrolidinium iodide.
7. The composition of claim 1 , wherein the isomer is γ-N—N-dimethyl[70]fulleropyrrolidinium iodide.
8. The composition of claim 1 , wherein the isomer is an α-N—N-dimethyl[70]fulleropyrrolidinium iodide and β-N—N-dimethyl[70]fulleropyrrolidinium iodide.
9. The composition of claim 8 , where in the ratio of α-N—N-dimethyl[70]fulleropyrrolidinium iodide to β-N—N-dimethyl[70]fulleropyrrolidinium iodide is 0.1 to 10.
10. The composition of claim 1 , wherein the isomer is an α-N—N-dimethyl[70]fulleropyrrolidinium iodide, β-N—N-dimethyl[70]fulleropyrrolidinium iodide, and γ-N—N-dimethyl[70]fulleropyrrolidinium iodide.
11. The composition of claim 1 , wherein the isomer is an α-N—N-dimethyl[70]fulleropyrrolidinium iodide and γ-N—N-dimethyl[70]fulleropyrrolidinium iodide.
12. The composition of claim 1 , wherein the isomer is a β-N—N-dimethyl[70]fulleropyrrolidinium iodide and γ-N—N-dimethyl[70]fulleropyrrolidinium iodide.
13. A N—N-dimethyl[70]fulleropyrrolidinium iodide prepared by
(a) refluxing a C 70 fullerene, N-methylglycine, and paraformaldehyde in toluene;
(b) evaporating the solvent after refluxing and isolating the resulting product to obtain a N-Methyl[70]fulleropyrrolidine;
(c) dissolving the N-Methyl[70]fulleropyrrolidine in methyl iodide which results in the formation of a precipitate;
(d) separating the precipitate from the reaction mixture; and
(f) washing the precipitate with an organic solvent to obtain N—N-dimethyl[70]fulleropyrrolidinium iodide.