Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (5): 2082-2090.DOI: 10.6023/cjoc202011015 Previous Articles     Next Articles

ARTICLES

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1,*(), 豆礼锋1, 张建辉1, 吴缨1, 杨伟1, 鲁红典1, 卫春祥1, 邓崇海1, 董强1,*()   

  1. 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 发布日期:2021-02-22
  • 通讯作者: 朱三娥, 董强
  • 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)

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

San'e Zhu1,*(), Lifeng Dou1, Jianhui Zhang1, Ying Wu1, Wei Yang1, Hongdian Lu1, Chunxiang Wei1, Chonghai Deng1, Qiang Dong1,*()   

  1. 1 School of Energy, Materials and Chemical Engineering, Hefei University, Hefei, Anhui 230601
  • Received:2020-11-10 Revised:2020-12-16 Published:2021-02-22
  • Contact: San'e Zhu, Qiang Dong
  • About author:
    * Corresponding authors. E-mail: ;
  • 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)

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