Structural Reassignment of the Mono- andBis-Addition Products from the AdditionReactions ofN-(Diphenylmethylene)glycinate Esters to[60]Fullerene under Bingel Conditions
The addition of N-(diphenylmethylene)glycinate esters(Ph2CNCH2CO2R) to [60]fullerene under Bingel conditionsgives [60]fullerenyldihydropyrroles and not methano[60]fullerenyl iminoesters [C60C(CO2R)(NCPh2)] as previouslyreported. Unequivocal evidence for the structure of C60C(CO2Et)(NCPh2) was provided by INADEQUATE NMR studieson 13C enriched material. New mechanistic details areproposed to account for the formation of [60]fullerenyldihydropyrroles and their reductive ring-opening reactions.
