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2021 , Vol. 41 >Issue 5: 2082 - 2090

DOI: https://doi.org/10.6023/cjoc202011015

研究论文

钯催化烯烃杂环化反应制备[60]富勒烯二氢呋喃化合物

  • 朱三娥 ,
  • 豆礼锋 ,
  • 张建辉 ,
  • 吴缨 ,
  • 杨伟 ,
  • 鲁红典 ,
  • 卫春祥 ,
  • 邓崇海 ,
  • 董强
展开
  • 1 合肥学院能源材料与化工学院 合肥 230601

收稿日期: 2020-11-10

  修回日期: 2020-12-16

  网络出版日期: 2021-02-22

基金资助

国家自然科学基金(21702042); 安徽省高校优秀人才(gxyq2019114); 安徽省高校优秀人才(gxyqZD2019085); 安徽省重点研究与开发计划(201904b11020040)

收起

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

  • San'e Zhu ,
  • Lifeng Dou ,
  • Jianhui Zhang ,
  • Ying Wu ,
  • Wei Yang ,
  • Hongdian Lu ,
  • Chunxiang Wei ,
  • Chonghai Deng ,
  • Qiang Dong
Expand
  • 1 School of Energy, Materials and Chemical Engineering, Hefei University, Hefei, Anhui 230601
* Corresponding authors. E-mail: ;
E-mail:

Received date: 2020-11-10

  Revised date: 2020-12-16

  Online published: 2021-02-22

Supported by

National Natural Science Foundation of China(21702042); Program of Anhui Province for Outstanding Talents in University(gxyq2019114); Program of Anhui Province for Outstanding Talents in University(gxyqZD2019085); and the Key Research and Development Project of Anhui Province(201904b11020040)

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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.

关键词： 烯烃; C60; 富勒烯二氢呋喃; 氯化钯; 三氟甲烷磺酸铜

本文引用格式

朱三娥 , 豆礼锋 , 张建辉 , 吴缨 , 杨伟 , 鲁红典 , 卫春祥 , 邓崇海 , 董强 . 钯催化烯烃杂环化反应制备[60]富勒烯二氢呋喃化合物[J]. 有机化学, 2021 , 41(5) : 2082 -2090 . DOI: 10.6023/cjoc202011015

Abstract

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 by1H NMR, 13C NMR, IR and HRMS. The reaction mechanism was studied by designing controlled experiments, and a possible reaction mechanism was proposed.

Key words： olefins; C60; dihydrofuran-fused [60]fullerene; palladium chloride; copper(II) trifluoromethanesulfonate

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