title: Study on the thermal reactions of [60]fullerene with amino acids and amino acid esters.
abstract: Thermal reactions of [60]fullerene with a series of amino acids and amino acid esters under aerobic and dark conditions have been investigated. Fulleropyrrolidines can be obtained from these reactions although an aldehyde is not added purposely. Possible reaction mechanisms involving uncommon C-N bond cleavages have been proposed to generate aldehydes, which then react with amino acids and amino acid esters to provide azomethine ylides, followed by 1,3-dipolar cycloaddition to [60]fullerene affording fulleropyrrolidines. Control experiments support our proposed mechanisms, and elucidate the innate nature of C-N bond cleavages of amino acids and amino acid esters.
authors.affiliation: Hefei National Laboratory for Physical Sciences at Microscale, and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, PR China.
authors.forename: San-E
authors.initials: SE
authors.lastname: Zhu
authors.forename: Xin
authors.initials: X
authors.lastname: Cheng
authors.forename: Yu-Jin
authors.initials: YJ
authors.lastname: Li
authors.forename: Cheng-Kang
authors.initials: CK
authors.lastname: Mai
authors.forename: Yong-Shun
authors.initials: YS
authors.lastname: Huang
authors.forename: Guan-Wu
authors.initials: GW
authors.lastname: Wang
authors.forename: Ru-Fang
authors.initials: RF
authors.lastname: Peng
authors.forename: Bo
authors.initials: B
authors.lastname: Jin
authors.forename: Shi-Jin
authors.initials: SJ
authors.lastname: Chu
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D004952:Esters / Q000737:chemistry*; D037741:Fullerenes / Q000737:chemistry*; D015394:Molecular Structure; D013696:Temperature
chemical_list: D000596:Amino Acids; D004952:Esters; D037741:Fullerenes; C069837:fullerene C60