大学化学 >> 2023, Vol. 38 >> Issue (4): 237-242.doi: 10.3866/PKU.DXHX202210017

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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P—C(sp2)键“断裂-重组”策略: 构建新的有机膦

王琪琳1,*(), 王明浩2, 徐吉祥2, 刘俊华2   

  1. 1 河南大学化学化工学院, 河南 开封 475004
    2 河南开封科技传媒学院信息工程学院, 河南 开封 475004
  • 收稿日期:2022-10-10 录用日期:2022-12-11 发布日期:2023-03-01
  • 通讯作者: 王琪琳 E-mail:wangqilin@henu.edu.cn

A Cleavage-Recombination Strategy of P—C(sp2) Bond to Assemble New Organic Phosphine

Qilin Wang1,*(), Minghao Wang2, Jixiang Xu2, Junhua Liu2   

  1. 1 College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, Henan Province, China
    2 School of Information Engineering, Henan Kaifeng College of Science Technology and Communication, Kaifeng 475004, Henan Province, China
  • Received:2022-10-10 Accepted:2022-12-11 Published:2023-03-01
  • Contact: Qilin Wang E-mail:wangqilin@henu.edu.cn

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摘要：

将有机膦化学的科研前沿领域引入到本科实验教学，以廉价易得的三苯基膦和丙炔酸乙酯为原料，在温和的条件下，实现了新的有机膦分子的快速高效构建。本实验融合了有机化学实验教学中的多个方面，具有反应时间短(15 min)、操作简单的优点。最后产物经熔点、核磁共振波谱及高分辨质谱进行表征。通过本实验，学生可了解膦化学发展的前沿领域，加深对开设反应整个流程的理解，进一步掌握实验室常用的分离、分析手段。本实验有利于培养学生综合运用有机化学、分析化学和仪器分析等知识解决问题、分析问题的能力，激发学生的科研兴趣，有助于创新人才的培养。

关键词: 有机膦, 断裂-重组, 重排, 实验教学

Abstract:

In this experiment, we introduce the organic phosphine frontier to organic laboratory teaching. Starting from easily accessible and cost-effective triphenylphosphine and ethyl propionate, this experiment proceeds successfully under mild conditions to accomplish the highly efficient synthesis of new organic phosphine. It has the advantages of short reaction time and simple operation. The structure of the product was determined by melting point measurements, nuclear magnetic resonance spectroscopy and high-resolution mass spectrometry. Through this experiment, students can understand the frontier field of phosphine chemistry, deepen the understanding of the whole process of reaction, and further master the separation and analysis methods commonly used in the laboratory. This experiment is conducive to training students to comprehensively use the knowledge of organic chemistry, analytical chemistry and instrumental analysis to analyze and solve problems. It can also stimulate students' interest in scientific research and contribute to the cultivation of innovative talents.

Key words: Organic phosphine, Cleavage-recombination, Rearrangement, Laboratory teaching