Cyclooctatetraene (8-annulene) is non-aromatic because all four pi bonds are not found in the same plane in its lowest energy conformation. If this compound is reduced by two electrons to generate the dianion, it exhibits aromatic characteristics. Draw the pi MO diagram for these compounds if they are planar, and fill in the electrons. Based on that picture explain the difference in their aromaticity.

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Cyclooctatetraene (8-annulene) is non-aromatic because all four pi bonds are
not found in the same plane in its lowest energy conformation. If this
compound is reduced by two electrons to generate the dianion, it exhibits
aromatic characteristics. Draw the pi MO diagram for these compounds if
they are planar, and fill in the electrons. Based on that picture explain the
difference in their aromaticity.
Transcribed Image Text:Cyclooctatetraene (8-annulene) is non-aromatic because all four pi bonds are not found in the same plane in its lowest energy conformation. If this compound is reduced by two electrons to generate the dianion, it exhibits aromatic characteristics. Draw the pi MO diagram for these compounds if they are planar, and fill in the electrons. Based on that picture explain the difference in their aromaticity.
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