Bedlasky - 10-1-2021 at 10:56
Hi.
I read about something called "homoaromaticity" today. It's similar to aromaticity, but the conjugated system of electrons is somewhat "disrupted" by
another carbon. p orbitals are still close enough to overlap each other, so system of delocalized electrons is preserved, but you have carbon outside
of this system. Look at this for better understanding:
https://en.wikipedia.org/wiki/Homoaromaticity
Adamantane form cations in superacidic systems, which are homoaromatic and also contain quite unusual four-centred-two electron bond:
https://en.wikipedia.org/wiki/Adamantane#Adamantane_cations
https://en.wikipedia.org/wiki/Four-center_two-electron_bond