Sequential photo-addition of glycine methyl-ester to [60]fullerene

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• 作者：Rym Skanji^a ; Mhamed Ben Messaouda^b ; Yongmin Zhang^c ; ^{yongmin.zhang@upmc.fr} ; Manef Abderrabba^b ; Henri Szwarc^d ; Fathi Moussa^a ; ^d ; ^{fathi.moussa@u-psud.fr}
• 关键词：[60]Fullerene ; Photo-additions ; C60-Polyadducts ; Glycine-methyl-esters ; Fulleropyrrolidine
• 刊名：Tetrahedron
• 出版年：2012
• 期刊代码：107_00404020
• 类别：ch
• 出版时间：25 March, 2012
• 卷：68
• 期：12
• 页码：2713-2718
• 文件大小：673 K

摘要

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.