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Issue 17, 2001
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A fulleropyrrolidine binitroxide: synthesis, EPR and electrochemical features

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The synthesis, electrochemical characterization and EPR study of a fulleropyrrolidine monoadduct, bearing two TEMPO groups differently linked at positions 2 and 5 of the pyrrolidine ring, are presented. The exchange interaction J between the two unpaired nitroxide electrons is of the same order of magnitude of the 14N hyperfine coupling (aN). EPR investigation in three different solvents showed that J decreases as the temperature increases. Chemical or electrochemical reduction produces a stable triradical anion that, in the case of chemical reduction, was characterized [italic v (to differentiate from Times ital nu)]ia EPR spectroscopy. Further chemical reduction produces an unstable species probably corresponding to a protonated compound. The electrochemical study highlights an interesting effect of the fullerene moiety on the kinetics of TEMPO-centered electrochemical reduction, which was analyzed in the frame of Marcus theory of heterogeneous electron transfer.

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Article information

26 Mar 2001
22 Jun 2001
First published
09 Aug 2001

Phys. Chem. Chem. Phys., 2001,3, 3518-3525
Article type

A fulleropyrrolidine binitroxide: synthesis, EPR and electrochemical features

F. Conti, C. Corvaja, M. Maggini, G. Scorrano, P. Ceroni, F. Paolucci and S. Roffia, Phys. Chem. Chem. Phys., 2001, 3, 3518
DOI: 10.1039/B102774N

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