1. Pyrene (show below) is aromatic, yet contain 16 pi electrons. This would seem

Question

1. Pyrene (show below) is aromatic, yet contain 16 pi electrons. This would seem to violate Huckel's rule. Offer an explaination for the aromaticity of pyrene.

2. Cycloheptatrienone is stable, but cyclopentadienone is so reactive that it can't be isolated. Explain, taking the polarity of carbonyl group into account.

Pyrene (show below) is aromatic, yet contain 16 pi electrons. This would seem to violate Huckel's rule. Offer an explaination for the aromaticity of pyrene. Cycloheptatrienone is stable, but cyclopentadienone is so reactive that it can't be isolated. Explain, taking the polarity of carbonyl group into account.

Explanation / Answer

1)The effect of cyclopentafusion on the aromatic properties of pyrene and its cyclopentafused congeners has been studied by calculating resonance energies, using the valence bond (VB) method, and nucleus independent chemical shifts using DIGLO. The VB resonance energy is only slightly affected by cyclopentafusion. The resonance interactions between Kekul

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