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2021 , Vol. 41 >Issue 7: 2875 - 2884

DOI: https://doi.org/10.6023/cjoc202101023

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
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  • 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

  网络出版日期: 2021-03-25

基金资助

国家自然科学基金(21671068); 国家自然科学基金(21878115)

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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
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  • Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641
*Corresponding authors. E-mail: ;

Received date: 2021-01-15

  Revised date: 2021-03-09

  Online published: 2021-03-25

Supported by

National Natural Science Foundation of China(21671068); National Natural Science Foundation of China(21878115)

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摘要

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

本文引用格式

田婉群 , 李梦媛 , 杨霜 , 章浩 , 刘海洋 , 肖新颜 . 铜咔咯催化烯丙基sp3-C—H键与羧酸的酯化反应[J]. 有机化学, 2021 , 41(7) : 2875 -2884 . DOI: 10.6023/cjoc202101023

Abstract

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

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