Abstract
Reactions of the electrochemically generated dianion of [60]fullerene (C602−) with bulky secondary alkyl bromides exhibit different reaction behaviors. Reaction of C602− with diphenylbromomethane gives rise to 1,2-C60HR or 1,4-C60R2 (R = CHPh2) adducts, while reaction of C602− with diethyl 2-bromomalonate unexpectedly affords methanofullerene C60 > CR2 (R = CO2Et). Plausible reaction mechanisms have been proposed to explain the formation of the observed products.
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