Molecular Orbital Description
The molecular orbital explanation of the stability of homoaromaticity has been widely discussed with numerous diverse theories, mostly focused on the homotropenylium cation as a reference. R.C. Haddon initially proposed a Mobius model where the outer electrons of the sp3 hybridized methylene carbon(2) back-donate to the adjacent carbons to stabilize the C1-C3 distance.
Read more about this topic: Homoaromaticity
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