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Sequential photo-addition of glycine methyl-ester to [60]fullerene |
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| Authors: | Rym Skanji Mhamed Ben Messaouda Yongmin Zhang Manef Abderrabba Henri Szwarc Fathi Moussa |
| Institution: | 1. UMR CNRS 8612, Faculté de Pharmacie de l''Université Paris-Sud 11, 6 Rue J.B. Clément, 92296 Châtenay-Malabry, France;2. Unité de Recherche de Physico-Chimie Moléculaire, IPEST, BP51, 2070 La Marsa, Tunisia;3. UMR 7201 Institut Parisien de Chimie Moléculaire, Université Pierre & Marie Curie-Paris 6, 4 place Jussieu, 75005 Paris, France;4. LETIAM, Groupe de Chimie Analytique de Paris Sud, EA 4041, IUT d’Orsay, Université Paris Sud 11, Plateau de Moulon, 91400 Orsay, France |
| Abstract: | While direct photo-addition of glycine-methyl-esters (GME) to 60]fullerene (C60) can yield a complex product mixture, only a fulleropyrrolidine (FP) mono-adduct has been characterized and the mechanism remains to be ascertained. We show here that visible light irradiation of a mixture of C60 and GME in the presence of oxygen is a direct route to synthesize sequentially higher FP poly-adducts through an unprecedented cyclization–deamination mechanism. Each step of this mechanism leads to a FP adduct involving the correlated addition of two GME radicals and the departure of an ammonia molecule. |
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