V2EX antiaromaticity

Antiaromaticity

定义 Definition

反芳香性:有些环状、平面、共轭的π电子体系若满足 4n 个π电子(如4、8、12…),会因电子结构不稳定而表现出显著去稳定化,这种性质称为反芳香性。(与更稳定的“芳香性”相对;另有“非芳香性”表示既不芳香也不反芳香。)

发音 Pronunciation (IPA)

/nti.ro.mts..ti/

例句 Examples

Antiaromaticity makes cyclobutadiene extremely unstable.
反芳香性使环丁二烯非常不稳定。

Although the ring is conjugated and planar, its 4π-electron count leads to antiaromaticity and a strong tendency to distort.
尽管该环是共轭且近似平面的,但由于具有4个π电子而呈现反芳香性,并强烈倾向于发生结构畸变以减弱不稳定。

词源 Etymology

该词由 **anti-**(“反、对抗”)+ aromatic(“芳香的/芳香性”的,源于早期芳香族化合物常带气味,后转为结构概念)+ -ity(名词后缀,表示“性质、状态”)构成,字面意思即“反芳香性的性质”。

相关词 Related Words

文学与著作中的用例 Notable Works

  • Organic Chemistry(Clayden, Greeves & Warren):在芳香性/反芳香性章节中讨论 4n π 电子环系的去稳定化与典型例子。
  • March’s Advanced Organic Chemistry:以更深入的理论与反应性视角分析反芳香性与相关证据(如结构畸变、能量差)。
  • A Guidebook to Mechanism in Organic Chemistry(Peter Sykes):常在讲解共轭与芳香性规则时提及反芳香性作为对照概念。
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