title: A mild and general method for the synthesis of 5-substituted and 5,5-disubstituted fulleroprolines.
abstract: The reductive ring-opening of fullerenyldihydropyrrole yields ethyl N-benzhydryl fullerenyl[60]glycinate, which is deprotected to give ethyl fullerenylglycinate. The free amine is able to react with a variety of aldehydes and ketones in a Mannich-type process to produce 5-substituted and 5,5-disubstituted fulleroprolines and represents a versatile and general strategy to this class of compounds.
authors.affiliation: School of Chemistry, University of Wollongong, Wollongong, New South Wales, 2522, Australia.
authors.forename: Rajeswari
authors.initials: R
authors.lastname: Thayumanavan
authors.forename: Bill C
authors.initials: BC
authors.lastname: Hawkins
authors.forename: Paul A
authors.initials: PA
authors.lastname: Keller
authors.forename: Stephen G
authors.initials: SG
authors.lastname: Pyne
authors.forename: Graham E
authors.initials: GE
authors.lastname: Ball
mesh_terms: D037741:Fullerenes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D011392:Proline / Q000138:chemical synthesis* / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D037741:Fullerenes; D011392:Proline