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2021 , Vol. 41 >Issue 11: 4409 - 4414

DOI: https://doi.org/10.6023/cjoc202104028

研究论文

钴(II)-三联吡啶配位聚合物催化的苄位直接氧化

  • 刘建奇 ,
  • 范伟伟 ,
  • 熊航行 ,
  • 江京耘 ,
  • 詹红菊
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  • 荆楚理工学院化工与药学院 湖北荆门 448000

收稿日期: 2021-04-14

  修回日期: 2021-06-10

  网络出版日期: 2021-08-10

基金资助

湖北省科技创新群体项目(T2020023); 荆门市科技计划(2020ZDYF002)

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Benzylic Oxidation Catalyzed by Cobalt(II)-Terpyridine Coordination Polymers

  • Jianqi Liu ,
  • Weiwei Fan ,
  • Hangxing Xiong ,
  • Jingyun Jiang ,
  • Hongju Zhan
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  • College of Chemical Engineering and Pharmacy, Jingchu University of Technology, Jingmen, Hubei 448000
* Corresponding author. E-mail:

Received date: 2021-04-14

  Revised date: 2021-06-10

  Online published: 2021-08-10

Supported by

Hubei Provincial Scientific and Technological Innovation Team Project(T2020023); Science and Technology Plan Project of Jingmen City(2020ZDYF002)

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摘要

通过苄位C—H直接氧化制备了一系列芳香酮类化合物. 该反应体系采用钴(II)-三联吡啶配位聚合物作为催化剂, 叔丁基过氧化氢(TBHP)作为氧化剂, Na2CO3作为助催化剂, 水作为溶剂, 以较高的收率(78%~99%)制得了19种芳香酮类化合物. 该方法底物适用范围广, 具有较高的化学选择性和官能团耐受性. 通过2,2,6,6-四甲基哌啶-1-氧(TEMPO)的自由基捕获实验及对反应过程中中间体的监测, 提出了一种合理的自由基反应机理.

关键词： 苄位直接氧化; 配位聚合物; 叔丁基过氧化氢; 酮类

本文引用格式

刘建奇 , 范伟伟 , 熊航行 , 江京耘 , 詹红菊 . 钴(II)-三联吡啶配位聚合物催化的苄位直接氧化[J]. 有机化学, 2021 , 41(11) : 4409 -4414 . DOI: 10.6023/cjoc202104028

Abstract

Direct benzylic C—H oxidation for the synthesis of aromatic ketones was developed. Employing cobalt(II)-terpyridine coordination polymers as catalyst, tert-butyl hydroperoxide (TBHP) as oxidant and Na2CO3 as activator, 19 aromatic ketones were prepared with good to excellent yields (78%~99%) in water. The reaction showed a broad range of substrates with good functional group tolerance and chemical selectivity. By control experiments, a trapping experiment using 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) and detection of intermediates during reaction, a reasonable radical mechanism for this type of reaction was also demonstrated.

Key words： direct benzylic oxidation; coordination polymer; tert-butyl hydroperoxide; ketone

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