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Synthesis of fulleropyrrolidine derivatives of C_(60)

机译:C_(60)的全吡咯烷衍生物的合成

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ORGANIC chemical derivatization of fullerene by cycloaddition reactions has attracted intense interest. It has been found that C_(60) can undergo a series of cycloaddition reactions associated with poorly-conjugated and electron-deficient alkenes, including [4 + 2], [3 + 2], [2 + 2] and [2+1] cycloaddition reaction, 1, 3-dipolar cycloaddition reactions, [3 + 2] cycloaddition reactions of azomethine ylides to C_(60) have been widely used to prepare N-substituted and N-unsubstituted fulleropyrrolidinederivatives of C_(60). These derivatives can be used as intermediate in the preparation of the target molecular which may find potential applications in materials science and technology. Azomethine ylide can be generated in situ from several reactions, one of which is to reflux a mixture of an aldehyde and α-aminoacid in toluene under N_2 -Azomethine ylide yielded from this reaction was used to synthesize fulleropyrrolidines first by Maggini M. and later by some other groups. We carried out the relatedresearch, and reported the synthesis of fulleropyrrolidine derivative using fullerene, ketone and α-aminoacid for the first time. Here, we report three reactions of C_(60) and azomethine ylides obtained in situ from ketones and α-aminoacids (scheme 1).
机译:通过环加成反应对富勒烯进行有机化学衍生引起了人们的极大兴趣。已经发现C_(60)可以经历一系列与低共轭和电子不足的烯烃相关的环加成反应,包括[4 + 2],[3 + 2],[2 + 2]和[2 + 1]甲亚胺基化物与C_(60)的环加成反应,1、3-偶极环加成反应,[3 + 2]环加成反应已广泛用于制备C_(60)的N-取代的和N-未取代的全吡咯烷衍生物。这些衍生物可用作制备目标分子的中间体,该目标分子可能在材料科学和技术中找到潜在的应用。可以在几个反应中原位生成甲亚胺叶立德,其中之一是在N_2下将甲苯中的醛和α-氨基酸的混合物回流。从该反应中得到的甲亚胺叶立德首先由Maggini M.然后通过其他一些团体。我们进行了相关研究,并首次报道了使用富勒烯,酮和α-氨基酸合成富勒吡咯烷衍生物的方法。在这里,我们报告了从酮和α-氨基酸原位获得的C_(60)和偶氮甲碱的三个反应(方案1)。

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