1
$\begingroup$

Many sources including previous answers on Stack Exchange claim that it is antiaromatic.

But in a different yet similar question, I have also seen people saying that a monocyclic ring with 7 or more members can go out of plane to avoid antiaromaticity and become non-aromatic.

Shouldn't the same rule apply here as well?

Links mentioned: https://chemistry.stackexchange.com/a/102606/74312

$\endgroup$
  • $\begingroup$ That is the general meaning of antiaromaticity. It is never enough stressed out that it is a hypothetical structure generally stabilised by the system arranging differently! $\endgroup$ – Alchimista Oct 21 at 10:09
  • $\begingroup$ Food for thought and not a full answer: the big difference between oxepin and the cycloheptatrienyl anion is that the latter is charged so the molecule needs to strike a balance between structural changes to avoid conjugation and delocalisation of the negative charge. $\endgroup$ – Jan Oct 21 at 13:01

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Browse other questions tagged or ask your own question.