T. Daros et al., ENHANCED ACCEPTOR CHARACTER IN FULLERENE DERIVATIVES - SYNTHESIS AND ELECTROCHEMICAL PROPERTIES OF FULLEROPYRROLIDINIUM SALTS, Journal of the American Chemical Society, 120(45), 1998, pp. 11645-11648
A family of N-methylpyrrolidinium fullerene iodide salts, possessing o
ne (or two) solubilizing chain(s), has been synthesized. As evidenced
by CV and steady-state voltammetry experiments, carried out in tetrahy
drofuran (THF) solutions, these species show enhanced electron-accepti
ng properties with respect to both the parent fulleropyrrolidines and
C-60 CV measurements performed at -60 degrees C and scan rates of 50 V
/s, made possible by the use of ultramicroelectrodes,: have allowed th
e observation, for the first time in fullerene derivatives, of six ful
lerene-centered reductions. Bulk electrolysis of these novel compounds
, performed at the stage of the first reduction potential, generates a
stable zwitterion, with both anion and cation located on the fulleren
e derivative.