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Structures in question

I know Huckel's rule states that an aromatic species must have $4n+2$ π-electrons. Is the last molecule also aromatic?

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1 Answer 1

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Molecule 1, the cyclopentadienyl cation, is not aromatic. It only has 4 π electrons and does not fit the $4n+2$ rule.

Molecule 2, the cycloheptatrienyl cation (or tropylium cation), is aromatic; it has 6 π electrons and fits the $4n+2$ rule with $n=1$.

Molecule 3, azulene, is generally considered to be aromatic. It fits the $4n+2$ rule with $n=2$, and is often referred to as a "nonbenzenoid" aromatic compound. It can also be viewed as a fusion of two other aromatic units, the tropylium cation and the cyclopentadienyl anion.

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