Synthesis, charge-separated state characterization of N-methyl-2-(4'- N-ethylcarbozole)-3-fulleropyrrolidine and its derivatives

Front. Chem. China ›› 2006, Vol. 1 ›› Issue (2) : 161 -169.

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Front. Chem. China ›› 2006, Vol. 1 ›› Issue (2) : 161 -169. DOI: 10.1007/s11458-006-0021-1

Synthesis, charge-separated state characterization of N-methyl-2-(4'- N-ethylcarbozole)-3-fulleropyrrolidine and its derivatives

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Abstract

N-Methyl-2-(N-ethylcarbozole)- fulleropyrrolidine and N-methyl-2- (4'-N,N- diphenylaminophenyl)- fulleropyrrolidine were synthesized by 1,3-dipolar cycloaddition under microwave irradiation, which were characterized by MS, 1H NMR, IR and UV-Vis. Photoinduced intramolecular electron transfer process from C60 moiety to carbazole moiety has been studied by nanosecond laser flash photolysis. The charge-separated state C60°--Cz°+ was observed in the near-IR region with a lifetime of 0.28 μs. The electronic spectrum of the C60-TPA was studied by using ZINDO method on the basis of the optimized geometrics with B3LYP/6-31G* program. The results show that the calculated absorption was beyond 440nm, essentially consistent with the experimental value 433 nm.

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fulleropyrrolidine, nanosecond transient spectra, charge-separated state

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null. Synthesis, charge-separated state characterization of N-methyl-2-(4'- N-ethylcarbozole)-3-fulleropyrrolidine and its derivatives. Front. Chem. China, 2006, 1(2): 161-169 DOI:10.1007/s11458-006-0021-1

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