一类新型[60]富勒烯二氢吲哚衍生物的合成反应研究  

The synthesis of novel [60] fulleroindoline derivatives

作　　者：彭倩娜 王兴宇 柴明顶 霍靖文 牟欢 李法宝 PENG Qianna;WANG Xingyu;CHAI Mingding;HUO Jingwen;MOU Huan;LI Fabao(College of Chemistry and Chemical Engineering,Hubei University,Wuhan 430062,China)

机构地区：[1]湖北大学化学化工学院,湖北武汉430062

出　　处：《湖北大学学报（自然科学版）》2022年第6期668-675,共8页Journal of Hubei University：Natural Science

基　　金：省部共建生物催化与酶工程国家重点实验室(湖北大学)开放基金(SKLBEE2021026);波谱与原子分子物理国家重点实验室(中国科学院武汉物理与数学研究所)开放基金(T151905);湖北大学大学生创新创业训练计划(X202110512089)资助。

摘　　要：在已报道的众多富勒烯衍生物中,富勒烯二氢吲哚因其具备一定生物活性而备受关注,但已报道的富勒烯二氢吲哚多为N-取代富勒烯二氢吲哚.为合成N-未取代富勒烯二氢吲哚,本研究利用高氯酸铁/三氯化铝促进体系,研究了[60]富勒烯与不同的芳香醛以及芳香胺的反应,制备了一系列N-未取代[60]富勒烯二氢吲哚衍生物.并利用核磁共振谱(^(1)H NMR和^(13)C NMR)、傅里叶变换红外光谱(FT-IR)、紫外光谱(UV-vis)、高分辨质谱(MALDI-TOF MS)等波谱手段对所得产物进行结构表征.结果表明,产物结构符合预期.此外,与其他富勒烯衍生物相比,N-未取代富勒烯二氢吲哚结构新颖,氮上的氢未被取代,可进一步衍生化.该类反应原料便宜易得,合成步骤相对简单,在生物医学领域有较大应用价值.Among the reported fullerene derivatives,fulleroindolines have attracted much attention due to their biological activity.However,most of the known fullereoindolines are N-substituted fulleroindolines.To synthesize N-unsubstituted fulleroindolines,the reaction of[60]fullerene with various aromatic aldehydes and aromatic amines under the assistance of ferric perchlorate/aluminum trichloride was investigated,and series of N-unsubstituted[60]fulleroindoline derivatives were successfully prepared.The structures of all N-unsubstituted fulleroindolines were fully characterized by their ^(1)H and ^(13)C NMR,FT-IR,UV-vis,and MALDI-TOF MS spectra.In addition,compared with other fullerene derivatives,N-unsubstituted fulleroindolines with a novel structure have a hydrogen atom on nitrogen,which can be further derived.Furthermore,the reaction raw materials are cheap and easy to obtain,and the synthetic steps are relatively simple,so the reaction has great application value in biomedical field.

关 键 词：富勒烯 高氯酸铁 三氯化铝 芳香醛 芳香胺 N-未取代富勒烯二氢吲哚 

分 类 号：O626[理学—有机化学]