大学化学 >> 2023, Vol. 38 >> Issue (11): 126-130.doi: 10.3866/PKU.DXHX202304025

知识介绍 上一篇    下一篇

全氟立方烷的笼状立体电子效应

李懿伦, 袁耀锋(), 叶克印()   

  • 收稿日期:2023-04-07 录用日期:2023-05-26 发布日期:2023-06-02
  • 通讯作者: 袁耀锋,叶克印 E-mail:yaofeng_yuan@fzu.edu.cn;kyye@fzu.edu.cn
  • 基金资助:
    福州大学一流学科本科教学改革建设项目;中国高等教育学会2021年度理科专项课题(21LKYB07);教育部2022年度基础学科拔尖计划2.0研究课题(20222114)

Cage-Type Stereoelectronic Effects of Perfluorocubane

Yilun Li, Yaofeng Yuan(), Keyin Ye()   

  • Received:2023-04-07 Accepted:2023-05-26 Published:2023-06-02
  • Contact: Yaofeng Yuan, Keyin Ye E-mail:yaofeng_yuan@fzu.edu.cn;kyye@fzu.edu.cn

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摘要：

立体电子效应是有机化学基础理论的重要组成部分。其中，邻位交叉效应和异头碳效应已经被深入研究并纳入了基础有机化学的教学实践之中。近年来，随着全氟立方烷分子被准确预测和成功合成，一种崭新的笼状电子效应引发了广泛关注。本文简要回顾了立体电子效应的发展及其重要应用，着重介绍了全氟立方烷独特的笼状电子效应并对其合成工作进行了深入讨论。结合当前国内外有机化学研究前沿，通过科研反哺教学，有助于化学相关专业学生培养国际化视野、拓宽知识面，并进一步加深对立体电子效应的理解与认识。

关键词: 立体电子效应, 有机合成, 全氟立方烷

Abstract:

As an essential component of fundamental organic chemistry theory, stereoelectronic effects, including the common gauche and anomeric effects, have been intensively investigated and discussed in undergraduate courses. Nevertheless, with the precise prediction and successful synthesis of perfluorocubane, a new cage-type stereoelectronic effect has attracted considerable attention from chemists. Herein, we briefly review the development of stereoelectronic effects, including their wide-ranging applications in organic chemistry. In particular, we highlight recent investigations on perfluorocubane synthesis and discuss the interesting cage-type stereoelectronic effects. The positive interplay between the scientific frontiers and the organic chemistry course will significantly influence the global perspective of students by expanding their knowledge of organic chemistry, and the fundamental concepts and advanced applications of stereoelectronic effects.

Key words: Stereoelectronic effects, Organic synthesis, Perfluorocubane