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Citation: Yan Li, Xinze Wang, Xue Yao, Shouyun Yu. 基于激发态手性铜催化的烯烃E→Z异构的动力学拆分——推荐一个本科生综合化学实验[J]. University Chemistry, ;2024, 39(5): 1-10. doi: 10.3866/PKU.DXHX202309053 shu

基于激发态手性铜催化的烯烃E→Z异构的动力学拆分——推荐一个本科生综合化学实验

Yan Li ¹ ,
Xinze Wang ¹ ,
Xue Yao ¹ ,
Shouyun Yu ^1,2

1.
School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China;
2.
National Demonstration Center for Experimental Chemistry Education, Nanjing University, Nanjing 210023, China

Received Date: 14 September 2023
Revised Date: 5 January 2024

外消旋体的拆分是制备光学活性化合物的重要方法，利用拆分试剂通过结晶进行的物理拆分，往往只能得到一种高光学活性的化合物。作为重要的不对称合成技术，动力学拆分可以获得高光学活性的产物，同时回收高光学活性的原料。我们综合光催化和动力学拆分技术，设计了一例基于激发态手性铜催化的烯烃E→Z异构的动力学拆分实验，实验包括底物的制备和纯化、光催化反应、动力学拆分曲线的绘制以及对照实验等内容，包含无水无氧操作、柱层析和pTLC分离、GC和手性HPLC分析等多项实验操作，涵盖了化学合成、表征、动力学测量等。本实验综合性高，操作性强，总时长24学时，分为三天完成，也可开设为三个8学时的独立实验，适合在有机化学实验或综合化学实验课程中开设。通过本实验可以锻炼学生的综合实验技能，让学生了解学科前沿，感受到动力学拆分、光催化和激发态过渡金属催化技术的优越性和重要性，并激发学生进一步推动该领域的发展。
- Kinetic resolution,
- Photoexcited copper,
- Transition metal catalysis,
- Alkene E→Z isomerization
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