有机化学 ›› 2021, Vol. 41 ›› Issue (7): 2875-2884.DOI: 10.6023/cjoc202101023 上一篇    下一篇

研究论文

铜咔咯催化烯丙基sp3-C—H键与羧酸的酯化反应

田婉群, 李梦媛(), 杨霜, 章浩, 刘海洋*(), 肖新颜*   

  1. 华南理工大学化学与化工学院 广东省功能分子工程重点实验室 广州 510641
  • 收稿日期:2021-01-15 修回日期:2021-03-09 发布日期:2021-03-25
  • 通讯作者: 刘海洋, 肖新颜
  • 基金资助:
    国家自然科学基金(21671068); 国家自然科学基金(21878115)

Copper Corrole as an Efficient Catalyst for Esterification of Allylic sp3-C—H Bonds with Carboxylic Acids

Wanqun Tian, Mengyuan Li(), Shuang Yang, Hao Zhang, Haiyang Liu(), Xinyan Xiao   

  1. Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641
  • Received:2021-01-15 Revised:2021-03-09 Published:2021-03-25
  • Contact: Haiyang Liu, Xinyan Xiao
  • Supported by:
    National Natural Science Foundation of China(21671068); National Natural Science Foundation of China(21878115)

研究了5,10,15-三(五氟苯基)咔咯铜配合物(CuTPFC)催化的烯丙基sp3杂化C—H键与羧酸的氧化交叉脱氢偶联反应(CDC). 该反应可以平稳地生成烯丙基酯, 且具有广泛的底物范围和良好的官能团耐受性. 克级实验中, 在催化剂的用量仅为0.01 mol%的情况下, 转换量(TON)可以达到5100, 表明目前的催化体系在烯丙基酯合成方面具有潜在的应用前景.

关键词: 铜, 咔咯, 交叉脱氢偶联, 烯丙基化合物, 催化

Copper 5,10,15-tris(pentafluorophenyl)corrole (CuTPFC) catalyzed oxidative cross dehydrogenative coupling (CDC) of allylic sp3-C—H bonds and acids had been investigated in a homogeneous system, which provided allylic esters smoothly. This reaction proceeded with broad substrate scope and good functional group tolerance. In a gram scale test, the turnover number (TON) reached 5100 at only 0.01 mol% catalyst loading, indicating the current catalytic system has potential uses in the allylic esters.

Key words: copper, corrole, cross dehydrogenative coupling, allylic compounds, catalysis