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2023 , Vol. 43 >Issue 4: 1559 - 1565

DOI: https://doi.org/10.6023/cjoc202209036

研究论文

钴催化的烯烃和炔烃的电化学还原偶联反应

  • 高师泉 ,
  • 刘闯军 ,
  • 杨俊锋 ,
  • 张俊良
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  • a 复旦大学化学系 上海 200438
    b 黄淮学院化学与制药工程学院 河南驻马店 463000

收稿日期: 2022-09-29

  修回日期: 2022-10-31

  网络出版日期: 2022-11-15

基金资助

国家重点研发计划(2021YFF0701600); 国家自然科学基金(22031004); 国家自然科学基金(21921003); 国家自然科学基金(21901043); 国家自然科学基金(22271053); 上海市科学技术委员会(21ZR1445900); 上海市教育委员会项目(20212308); 河南省科技研发计划(192102210025)

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Cobalt-Catalyzed Electrochemical Reductive Coupling of Alkynes and Alkenes

  • Shiquan Gao ,
  • Chuangjun Liu ,
  • Junfeng Yang ,
  • Junliang Zhang
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  • a Department of Chemistry, Fudan University, Shanghai 200438
    b College of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian, Henan 463000
* Corresponding author. ;

Received date: 2022-09-29

  Revised date: 2022-10-31

  Online published: 2022-11-15

Supported by

National Key Research and Development Program of China(2021YFF0701600); National Natural Science Foundation of China(22031004); National Natural Science Foundation of China(21921003); National Natural Science Foundation of China(21901043); National Natural Science Foundation of China(22271053); Science and Technology Commission of Shanghai Municipality(21ZR1445900); Shanghai Municipal Education Commission(20212308); Henan Provincial Science and Technology Research and Development Project(192102210025)

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摘要

过渡金属催化氧化和还原偶联反应已经得到了广泛的研究, 但是传统的催化反应通常需要加入当量的氧化剂或者还原剂, 而有机电合成这个新的反应模式, 用电极反应代替了氧化剂或者还原剂的使用, 更加符合绿色化学原子经济性的理念. 近期钴催化剂因为其廉价、易得、低毒的特性, 已经被广泛应用到催化反应当中. 本文利用电化学技术, 以钴为催化剂, 实现了烯烃和炔烃的还原偶联反应, 反应产率高达90%, 且表现出优秀的区域选择性.

关键词： 有机电合成; 钴催化; 还原偶联; 烯烃; 炔烃

本文引用格式

高师泉 , 刘闯军 , 杨俊锋 , 张俊良 . 钴催化的烯烃和炔烃的电化学还原偶联反应[J]. 有机化学, 2023 , 43(4) : 1559 -1565 . DOI: 10.6023/cjoc202209036

Abstract

Transition-metal-catalyzed coupling reactions have now been extensively studied. However, the traditional reaction generally requires the addition of excessive amount of oxidant or reductive reagent. The new reaction mode of electro-organic synthesis avoids the usage of stoichiometric amount of redox reagent, which is more in line with the concept of green chemistry and atom economy. Recently cobalt catalysis has been discovered to be a cheap and low toxic alternative to noble transition-metal catalysts. In this paper, the reductive coupling reaction between alkynes and alkenes has been developed via electrochemistry by cobalt catalysis. The product could be delivered up to 90% yield with excellent regioselectivity.

Key words： electro-organic synthesis; cobalt catalysis; reductive coupling; alkyne; alkene

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