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2022 , Vol. 42 >Issue 8: 2471 - 2480

DOI: https://doi.org/10.6023/cjoc202112034

研究论文

CNN型双核Cu(I)配合物室温催化固定CO2的直接羧基化反应

  • 陈飞 ,
  • 陶晟 ,
  • 刘宁 ,
  • 代斌
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  • a 天津大学化工学院 天津 300072
    b 石河子大学化学化工学院 新疆兵团绿色化工过程重点实验室 新疆石河子 832003

收稿日期: 2021-12-26

  修回日期: 2022-04-04

  网络出版日期: 2022-05-18

基金资助

石河子市中青年科技创新领军人才计划(2019RC01); 石河子大学大型贵重仪器设备共享测试基金资助项目

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CNN-Type Binuclear Cu(I) Complexes Catalyzed Direct Carboxylation via the Fixation of CO2 at Room Temperature

  • Fei Chen ,
  • Sheng Tao ,
  • Ning Liu ,
  • Bin Dai
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  • a School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072
    b Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, School of Chemistry and Chemical Engineering, Shihezi University, Shihezi, Xinjiang 832003
* E-mail: ;

Received date: 2021-12-26

  Revised date: 2022-04-04

  Online published: 2022-05-18

Supported by

Young and Middle-Aged Leading Scientists Program of Shihezi City(2019RC01); Open Sharing Fund for the Large-scale Instruments and Equipment of Shihezi University.

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摘要

将一类CNN型双核Cu(Ⅰ)配合物成功地应用于端炔和CO2的直接羧基化反应, 该反应在室温、常压CO2和较低催化剂用量条件下即可顺利进行. 该催化体系在端炔的直接羧基化反应中显示出较广的底物普适性, 以83%~97%的收率得到了一系列丙炔酸类产物. 该方法还可用于杂芳烃的连续羧基化反应及酯化反应. 控制实验和文献研究表明, Cs2CO3促进了端炔氢的脱除, 同时Cu(Ⅰ)配合物通过Cu(Ⅰ)中心与炔基配位作用对端炔活化起到了重要作用.

关键词： 二氧化碳; 端炔; 铜催化; 羧基化反应; C—H键活化

本文引用格式

陈飞 , 陶晟 , 刘宁 , 代斌 . CNN型双核Cu(I)配合物室温催化固定CO2的直接羧基化反应[J]. 有机化学, 2022 , 42(8) : 2471 -2480 . DOI: 10.6023/cjoc202112034

Abstract

A type of CNN-type binuclear Cu(Ⅰ) complexes was used in the direct carboxylation of the terminal alkynes under room temperature and atmospheric CO2 with a low catalyst loading. A broad range of the terminal alkynes were tolerated, leading to the desired propiolic acids in 83%~97% yields. The method was successfully applied to continuous carboxylation and esterification of hetero arenes. The control experimental results and literature suggest that Cs2CO3 promotes the removal of terminal alkyne hydrogen atoms, and Cu(Ⅰ) complexes play an important role in the activation of terminal alkyne by the interaction between Cu(I) center and alkynyl group.

Key words： carbon dioxide; terminal alkyne; copper catalysis; carboxylation; C—H activation

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