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光铜协同催化合成手性β-氰基-4-联苯丙酸——推荐一个创新化学实验

李齐1, 张斌1, 陈加荣1,2, 程莹1,2   

  1. 1 华中师范大学化学学院, 湖北 武汉 430079;
    2 化学国家级实验教学示范中心(华中师范大学), 湖北 武汉 430079
  • 收稿日期:2026-07-13 录用日期:2026-09-09
  • 通讯作者: 程莹 E-mail:ycheng@ccnu.edu.cn Ying Cheng
  • 基金资助:
    华中师范大学中央高校基本科研业务费(CCNU26KYZHSY06)

Photoredox and copper dual-catalyzed synthesis of chiral β-cyano-4-biphenylpropionic acid: a recommended innovative chemical experiment

Qi Li1, Bin Zhang1, Jiarong Chen1,2, Ying Cheng1,2   

  1. 1 College of Chemistry, Central China Normal University, Wuhan 430079, Hubei Province, China;
    2 National Demonstration Center for Experimental Chemistry Education (Central China Normal University), Wuhan 430079, Hubei Province, China
  • Received:2026-07-13 Accepted:2026-09-09
  • Contact: Ying Cheng E-mail:ycheng@ccnu.edu.cn

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摘要： 本实验面向“双碳”战略背景下能源化学人才培养需求，以4-乙烯联苯为原料、三甲基氰硅烷为氰基源、二氧化碳为羧基源，介绍了一个创新化学实验——光铜协同催化合成手性β-氰基-4-联苯丙酸。实验涵盖移液枪、高压光反应釜等仪器操作，萃取、柱层析等分离纯化技术，核磁共振结构表征技术，手性液相色谱表征对映选择性，覆盖多项基础操作与现代分析技能，系统性培养学生动手操作与数据解析能力。此外，本实验成本低、条件温和、操作安全，将可见光催化、二氧化碳资源化利用等绿色化学前沿融入教学，培养学生绿色发展理念与“双碳”战略思维，提升科研思维与创新能力，实现创新化学实验的教学目标。

关键词: 可见光催化, 铜催化, 二氧化碳利用, 手性β-氰基酸, 创新化学实验

Abstract: In response to the demand for cultivating energy chemistry talents under the “Dual Carbon” strategy, this experiment presents an innovative approach involving the photoredox and copper dual-catalyzed synthesis of chiral β-cyano-4-biphenylpropionic acid, employing 4-vinylbiphenyl as the starting material, trimethylsilyl cyanide as the cyano source, and carbon dioxide as the carboxyl source. The experimental protocol encompasses the operation of micropipettes and a high-pressure photoreactor, along with separation and purification techniques such as extraction and column chromatography. Structural characterization is achieved through NMR spectroscopy, while enantioselectivity is assessed via chiral phase high-performance liquid chromatography. This comprehensive setup integrates fundamental laboratory skills with modern analytical methods, systematically enhancing students’ hands-on proficiency and data interpretation abilities. Moreover, the experiment is cost-effective, proceeds under mild conditions, and ensures operational safety. By incorporating cutting-edge green chemistry principles—such as visible-light photocatalysis and the valorization of carbon dioxide as a C1 feedstock—into the teaching curriculum, it fosters students’ awareness of sustainable development and strategic thinking aligned with the “Dual Carbon” goals, while simultaneously sharpening their scientific inquiry and innovative capabilities. This approach effectively achieves the pedagogical objectives of an innovative chemical experiment.

Key words: Visible-light catalysis, Copper catalysis, Carbon dioxide utilization, Chiral β-cyano acids, Innovative experiment