title: Structural reassignment of the mono- and bis-addition products from the addition reactions of N-(Diphenylmethylene)glycinate esters to [60]fullerene under Bingel conditions.
abstract: 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.
authors.affiliation: NMR Facility, School of Chemistry, University of New South Wales, Sydney, New South Wales 2052, Australia.
authors.forename: Graham E
authors.initials: GE
authors.lastname: Ball
authors.forename: Glenn A
authors.initials: GA
authors.lastname: Burley
authors.forename: Leila
authors.initials: L
authors.lastname: Chaker
authors.forename: Bill C
authors.initials: BC
authors.lastname: Hawkins
authors.forename: James R
authors.initials: JR
authors.lastname: Williams
authors.forename: Paul A
authors.initials: PA
authors.lastname: Keller
authors.forename: Stephen G
authors.initials: SG
authors.lastname: Pyne