大学化学 >> 2022, Vol. 37 >> Issue (7): 2111010.doi: 10.3866/PKU.DXHX202111010

化学实验 上一篇    下一篇

基于19F核磁的纳米金催化氟代苯甲醇选择性氧化的动力学测试

陈邦彦1, 程昕雨1, 周倜1, 孙立森1,2,*(), 刘永梅1,2,*()   

  1. 1 复旦大学化学系, 上海 200433
    2 复旦大学化学实验教学示范中心, 上海 200433
  • 收稿日期:2021-11-02 录用日期:2021-12-21 发布日期:2022-01-27
  • 通讯作者: 孙立森,刘永梅 E-mail:lssun@fudan.edu.cn;ymliu@fudan.edu.cn
  • 作者简介:ymliu@fudan.edu.cn (刘永梅)
    Email: lssun@fudan.edu.cn (孙立森)

Study on NMR Assisted Selective Oxidation of Fluorobenzyl Alcohol Catalyzed by Gold Nanoparticles

Bangyan Chen1, Xinyu Cheng1, Ti Zhou1, Lisen Sun1,2,*(), Yongmei Liu1,2,*()   

  1. 1 Chemistry Department, Fudan University, Shanghai 200433, China
    2 National Demonstration Center for Experimental Chemistry Education (Fudan University), Shanghai 200433, China
  • Received:2021-11-02 Accepted:2021-12-21 Published:2022-01-27
  • Contact: Lisen Sun,Yongmei Liu E-mail:lssun@fudan.edu.cn;ymliu@fudan.edu.cn

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摘要：

对已有实验“负载金催化苯甲醇氧化反应活性的测定”进行了创新设计，将广泛用于科学研究的19F NMR检测方法引入到本科实验教学中。通过本教学实验的开展，学生能够学习掌握NMR的原理及实际操作，完成了纳米金催化邻、间、对位的氟代苯甲醇的动力学测试，考查不同取代基位置对反应速率常数和活化能的影响，并结合有机化学理论知识，加深对催化机理的理解，实现了19F NMR检测的动力学教学与有机化学理论知识、仪器分析技术知识的有机结合，培养学生主动思考和解决实际问题的能力。

关键词: 19F NMR, 催化氧化, 纳米金, 氟代苯甲醇, 取代基效应

Abstract:

In this project, we innovatively redesigned the experiment "Determination of Catalytic Activity of Oxidation Gold Nanoparticles in Benzyl Alcohol Oxidation reaction". 19F NMR, which is widely used in scientific research, is introduced into the teaching experiment as a kinetic detection method. The reaction substrate was replaced by fluorobenzyl alcohol, and the reaction rate constant and activation energy of substituents at different positions were compared through team cooperation. During the experiment, students can learn the principle and practical operation of NMR, compare the effect of substituent on catalytic reaction, and have a deeper understanding of catalytic mechanism combined with the theoretical knowledge of organic chemistry. The project realizes the organic combination of the dynamics teaching of 19F NMR detection with the theoretical knowledge of organic chemistry and instrumental analysis technology, and cultivates the students' ability of active thinking and solving practical problems.

Key words: 19F NMR, Catalytic oxidation, Gold nanoparticles, Fluorobenzyl alcohol, Substituent effect