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Chemistry

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Organic Chemistry

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Aromatic Compounds

Cycloheptatrienyl Cation and Aromaticity

Description

Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon with seven carbon atoms. One carbon in the ring is sp3 hybridized, which breaks the continuous overlap of p orbitals. Even though the ring has three double bonds and 6 π electrons, cycloheptatriene is not aromatic because the p orbitals do not form one uninterr...

Transcript

环庚三烯是另一种具有奇数个碳原子的中性单环不饱和烃。

它具有六个π电子,满足休克尔4n + 2规则。

然而,中间的 sp3 碳原子破坏了这些π电子的离域;因此,中性的环庚三烯不具有芳香性。

通过移除一个氢原子(同时带走两个电子、一个电子或不带电子),将一个 sp3 杂化碳转化为 sp2 杂化碳,分别生成碳正离子、自由基和碳负离子。

如所观察,只有环庚三烯阳离子具有符合要求的(4n + 2)π 电子数。

此外,空的 2p 轨道的形成促进了 ...

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