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亚氨基二乙酸酯(NH(CH2COOR)2,R=Me、Et、t-Bu)与C60的光化学反应制得C60吡咯烷衍生物2, 产率为55％-36％(基于已反应的C60),反应活性与R基的空间效应有关,反应活性的顺序为R=Me>Et> t-Bu。C60吡咯烷衍生物2(R=Me)用Nail、CH,OH水解后,经盐酸酸化得相应的羧酸衍生物3,产率为65％ (基于C60吡咯烷衍生物2)。C60吡咯烷衍生物2和3的结构为1H NMR、13C NMR、IR和元素分析所证实。用化学发光法检测了C60羧酸衍生物3对邻苯三酚自氧化产生的超氧阴离子(O2-·)的清除效果。结果表明,C60羧酸衍生物3能有效地清除O2-·,并且有明显的量效关系。当C60羧酸衍生物3浓度为0．3 mmol／L时,清除效率可达70％。讨论了结构因素对C60衍生物清除活性的影响。
Photochemical reaction of iminodiacetate (NH (CH2COOR) 2, R = Me, Et, t-Bu) with C60 gave C60 pyrrolidine derivative 2 in 55% -36% yield C60). The reactivity was related to the spatial effect of R groups. The order of reactivity was R = Me> Et> t-Bu. Hydrolysis of C60 pyrrolidine derivative 2 (R = Me) with Nail, CH, OH followed by acidification with hydrochloric acid gives the corresponding carboxylic acid derivative 3 in 65% yield (based on C60 pyrrolidine derivative 2). The structures of the C60 pyrrolidine derivatives 2 and 3 were confirmed by 1H NMR, 13C NMR, IR and elemental analysis. The scavenging effect of C60 carboxylic acid derivative 3 on superoxide anion (O2- ·) produced by pyrogallol autoxidation was tested by chemiluminescence method. The results show that C60 carboxylic acid derivative 3 can effectively remove O2-, and has a significant dose-effect relationship. When C60 carboxylic acid derivative 3 concentration of 0.3 mmol / L, the removal efficiency of up to 70%. The effect of structural factors on the scavenging activity of C60 derivatives was discussed.