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Structural Re-Assignment Of The Mono- And Bis-Addition Products From The Addition Reactions Of N-(Diphenylmethylene)Glycinate Esters To [60]Fullerene Under Bingel Conditions, Graham E Ball, Glenn Ashley Burley, Leila Chaker, William Hawkins, James Williams, Paul A. Keller, Stephen G. Pyne

Paul Keller

The addition of N-(diphenylmethylene)glycinate esters (Ph₂C=NCH₂CO₂R) to [60]fullerene under Bingel conditions gives [60]fullerenyldihydropyrroles and not methano[60]fullerenyl iminoesters [C₆₀C(CO₂R)(N=CPh₂)] as previously reported. Unequivocal evidence for the structure of C₆₀C(CO₂Et)(N=CPh₂) was provided by INADEQUATE NMR studies on ¹³C enriched material. New mechanistic details are proposed to account for the formation of [60]fullerenyldihydropyrroles and their reductive ring-opening reactions.