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For questions about the properties and reactions of aromatic compounds. This tag should also be applied to antiaromatic compounds. This tag should not be applied to general questions about resonance, use the [resonance] tag instead.

3 votes
1 answer
345 views

Why are spherical compounds with a half filled HOMO concidered aromatic?

In planar annulenes, huckel's rule effectively states that compounds with a full HOMO for their conjugated $\pi$ systems are considered aromatic while those with a half filled outer shell are antiarom …
Niels Kornerup's user avatar
12 votes
Accepted

Why are antiaromatic compounds unstable?

Antiaromatic compounds are not necessarily unstable - they are just less stable than a bunch of ethenes connected by sigma bonds. If the pi electrons in an antiaromatic compound were to delocalize acr …
Niels Kornerup's user avatar
10 votes
1 answer
7k views

Why are antiaromatic compounds unstable?

Antiaromaticity is so destabilizing that it can cause compounds such as cyclobutadiene to elongate or manipulate their orbitals so that the pi system is no longer aromatic. I understand that aromatic …
Niels Kornerup's user avatar