大学化学 >> 2021, Vol. 36 >> Issue (8): 2009060.doi: 10.3866/PKU.DXHX202009060

知识介绍 上一篇    下一篇

芳香性概念的最新进展

黄宝磊, 孙昊, 李欣烨, 范雨亭, 陶涛()   

  • 收稿日期:2020-09-28 录用日期:2020-10-15 发布日期:2020-11-25
  • 通讯作者: 陶涛 E-mail:taotao@nuist.edu.cn
  • 作者简介:陶涛, Email: taotao@nuist.edu.cn
  • 基金资助:
    国家自然科学基金(21501097);江苏省自然科学基金(BK20201389)

Recent Progress on the Concepts of Aromaticity

Baolei Huang, Hao Sun, Xinye Li, Yuting Fan, Tao Tao()   

  • Received:2020-09-28 Accepted:2020-10-15 Published:2020-11-25
  • Contact: Tao Tao E-mail:taotao@nuist.edu.cn

摘要:

芳香性是有机化学领域非常重要的概念,这一概念可追溯至1825年法拉第发现苯和1865年凯库勒提出著名的单双键交替环状结构。时至今日,芳香性的内涵与外延仍在不断扩展。目前反休克尔规则的例子不断涌现,包括莫比乌斯芳香性规则和贝尔德规则,立体芳香性、全局芳香性等新的芳香性概念逐步提出。本文重点介绍了芳香性的实验和理论判据并通过卟啉纳米环、大环多自由基、多环共轭体系等介绍几种新的芳香性体系,并阐述了未来可能的应用。

关键词: 芳香性, 立体芳香性, 全局芳香性, 休克尔规则, 贝尔德规则

Abstract:

Aromaticity is a key concept in organic chemistry. It dated back to Faraday's discovery of benzene in 1825 and Kekulé's famous alternating-double-bond structure of 1865, and is still evolving in recent years. At present, some examples of anti-Hückel's rule have been proposed gradually, including Möbius aromaticity rule and Baird's rule. In particular, scientists put forward new concepts of 3D aromaticity and global aromaticity. This review not only introduces the experimental and theoretical criteria of aromaticity, but also summarizes several new aromaticity systems through porphyrin nanoring, macrocyclic polyradical and polycyclic π-conjugated system. In addition, it covers the applications of aromaticity and briefly discussed recent progress on the concepts of aromaticity.

Key words: Aromaticity, 3D aromaticity, Global aromaticity, Hückel's rule, Baird's rule

MSC2000: 

  • G64