大学化学 >> 2023, Vol. 38 >> Issue (4): 106-115.doi: 10.3866/PKU.DXHX202212010

所属专题： 第3届全国大学生化学实验创新设计竞赛

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光催化[2+1+2]串联反应合成二氢咪唑及其机理探究

马科星1, 杨俊杰1, 陈柏丞1, 沈永雯1,2,*(), 胡秀琴1, 许鹏飞1,*()   

  1. 1 兰州大学化学化工学院, 兰州 730000
    2 化学国家级实验教学示范中心(兰州大学), 兰州 730000
  • 收稿日期:2022-12-04 录用日期:2023-01-11 发布日期:2023-03-27
  • 通讯作者: 沈永雯,许鹏飞 E-mail:sywlxy@lzu.edu.cn;xupf@lzu.edu.cn
  • 作者简介:第一联系人：

    †共同第一作者，对本文工作同等贡献

Photocatalytic [2+1+2] Tandem Reactions for the Synthesis of Dihydroimidazole and Its Mechanism Study

Kexing Ma1, Junjie Yang1, Baicheng Chen1, Yongwen Shen1,2,*(), Xiuqin Hu1, Pengfei Xu1,*()   

  1. 1 College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, China
    2 National Demonstration Center for Experimental Chemistry Education (Lanzhou University), Lanzhou 730000, China
  • Received:2022-12-04 Accepted:2023-01-11 Published:2023-03-27
  • Contact: Yongwen Shen, Pengfei Xu E-mail:sywlxy@lzu.edu.cn;xupf@lzu.edu.cn

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摘要：

将光催化领域前沿研究——可见光氧化还原催化引入到有机化学实验教学中，拓展学生的光化学反应、多组分催化串联反应、自由基化学等知识，加深学生对亲核反应机理和离子型中间体的认识。实验由咪唑啉类化合物的制备、反应机理探究和实验拓展三部分组成，涉及无水无氧等多种有机化学实验操作及反应监测、分离纯化、产物表征等。

关键词: 可见光氧化还原催化, 多组分反应, 串联反应, 发散合成

Abstract:

The introduction of the frontier research in the photocatalysis field is important in the teaching of organic chemistry laboratory. It not only expands students' knowledge of photochemical, multi-component catalytic cascade and free radical reactions, but also deepen students' understanding of nucleophilic reaction mechanism and radical and ionic intermediates. The experiment involves three parts: product preparation, mechanism exploration and experimental expansion of imidazoline compounds, including various organic experimental operations such as anhydrous and anaerobic, reaction monitoring, separation, purification and product characterization.

Key words: Visible photoredox catalysis, Multi-component reaction, Tandem reaction, Divergent synthesis