钯催化烯烃杂环化反应制备[60]富勒烯二氢呋喃化合物  

Palladium-Catalyzed Synthesis of Dihydrofuran-Fused[60]Fullerene Derivatives via Heteroannulation of Olefins

作　　者：朱三娥[1] 豆礼锋 张建辉 吴缨[1] 杨伟[1] 鲁红典[1] 卫春祥 邓崇海[1] 董强[1] Zhu San'e;Dou Lifeng;Zhang Jianhui;Wu Ying;Yang Wei;Lu Hongdian;Wei Chunxiang;Deng Chonghai;Dong Qiang(School of Energy,Materials and Chemical Engineering,Hefei University,Hefei,Anhui 230601)

机构地区：[1]合肥学院能源材料与化工学院,合肥230601

出　　处：《有机化学》2021年第5期2082-2090,共9页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21702042);安徽省高校优秀人才(Nos.gxyq2019114,gxyqZD2019085);安徽省重点研究与开发计划(No.201904b11020040)资助项目.

摘　　要：富勒烯二氢呋喃衍生物在光电、医药等领域具有较好的应用前景,近年来已成为研究热点.以氯化钯为催化剂,三氟甲烷磺酸铜为氧化剂,烯烃衍生物和[60]富勒烯为原料,通过C—H键活化和杂环化反应,合成了一系列单取代和双取代的富勒烯二氢呋喃化合物.利用1H NMR、13C NMR、IR和HRMS等对产物的结构进行了表征.通过设计对照实验,对反应机理进行了研究,提出了可能的反应机理.With the good application prospects in the fields of optoelectronics and medicine,dihydrofuran-fused[60]fullerene derivatives have become a research hot topic in recent years.A series of monosubstituted and disubstituted dihydrofuran-fused[60]fullerene derivatives were synthesized by C—H bond activation and heterocyclic reaction using palladium chloride as catalyst,copper trifluoromethanesulfonate as oxidant,olefins and[60]fullerene as raw materials.The structures of the products were confirmed by 1H NMR,13C NMR,IR and HRMS.The reaction mechanism was studied by designing controlled experiments,and a possible reaction mechanism was proposed.

关 键 词：烯烃 C60 富勒烯二氢呋喃 氯化钯 三氟甲烷磺酸铜 

分 类 号：O626.11[理学—有机化学]