大学化学

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大学有机化学“芳香性”教学拓展——以芳香全氮化合物为例

贾世琨, 姜辉, 常媛媛, 石林林, 李二庆, 李恺, 郝新奇, 梅光建   

  1. 郑州大学化学学院,河南 郑州 450001
  • 收稿日期:2025-11-03 录用日期:2025-12-22
  • 通讯作者: 郝新奇, 梅光建 E-mail:xqhao@zzu.edu.cn;meigj@zzu.edu.cn Xinqi Hao, Guangjian Mei
  • 基金资助:
    郑州大学教学改革研究与实践项目(2024ZZUJGXM172, 2023ZZUJGXM169);郑州大学课程思政教育教学改革示范课程(2024ZZUKCSZ024);河南省2024年本科高校课程思政示范课程有机化学(I)

Teaching expansions of “aromaticity” in university organic chemistry: a case study on the aromatic polynitrogen compounds

Shikun Jia, Hui Jiang, Yuanyuan Chang, Linlin Shi, Erqing Li, Kai Li, Xinqi Hao, Guangjian Mei   

  1. College of Chemistry, Zhengzhou University, Zhengzhou 450001, Henan Province, China
  • Received:2025-11-03 Accepted:2025-12-22
  • Contact: Xinqi Hao, Guangjian Mei E-mail:xqhao@zzu.edu.cn;meigj@zzu.edu.cn

摘要: 芳香性作为大学有机化学教学中最重要的概念之一,一直受到化学家的关注。最近,在高能密度材料研究中,化学家发现或者预测了多种芳香全氮化合物。本文介绍了三种芳香全氮化合物,包括芳香五唑阴离子(cyclo-N5-)、芳香六嗪阴离子([N6]4-)以及芳香5/6并环多氮阴离子(cyclo-N9-)。笔者认为,这些芳香全氮化合物可以做为大学有机化学中经典芳香化合物的教学补充,不仅可以加深学生对芳香化合物判定标准的理解,而且有助于有机化学科学思维的养成。

关键词: 有机化学, 芳香性, 全氮化合物, 五唑阴离子, 六嗪阴离子

Abstract: Aromaticity, as one of the most fundamental concepts in undergraduate organic chemistry education, has consistently attracted significant attention from chemists. Recent studies on high-energy-density materials have led to the discovery and theoretical prediction of various aromatic polynitrogen compounds. This article focuses on three representative examples: the aromatic pentazolate anion (cyclo-N5-), hexazine anion ([N6]4-), and 5/6-fused polynitrogen anion (cyclo-N9-). We propose that these aromatic polynitrogen compounds can serve as valuable teaching supplements to classical aromatic compounds in organic chemistry curricula. Their inclusion would not only enhance students’ understanding of aromaticity evaluation criteria but also foster the development of scientific thinking in organic chemistry.

Key words: Organic chemistry, Aromaticity, Polynitrogen compounds, Pentazole anion, Hexazine anion