Question: Although HÃ¼ckel's rule (Section 14.7) strictly applies only to monocyclic compounds, it does appear to have application to certain bicyclic compounds, if one assumes use

Although HÃ¼ckel's rule (Section 14.7) strictly applies only to monocyclic compounds, it does appear to have application to certain bicyclic compounds, if one assumes use of resonance structures involving only the perimeter double bonds, as shown with one resonance contributor for naphthalene below.

Both naphthalene and azulene have 10 p electrons and are aromatic. Pentalene (below) is apparently antiaromatic and is unstable even at -100(C. Heptalene has been made but it adds bromine, it reacts with acids, and it is not planar. Is HÃ¼ckel's rule applicable to these compounds? If so, explain their lack of aromaticity.

Pentalene Heptalene

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