Tropo(thio)ne-embedded homoHPHACs: does the tropylium cation induce global antiaromaticity in expanded hexapyrrolohexaazacoronene?

Masayoshi TakaseAtsushi UenoKosuke OkiHiroki MatsumotoShigeki Mori Tetsuo OkujimaHidemitsu Uno

Published in: Chemical communications (Cambridge, England) (2022)

Tropo(thio)ne-embedded homoHPHACs and their dications were synthesised by an electrophilic annulation of secoHPHAC and successive oxidation. 13 C NMR spectra of the dications represented global 22π homoaromaticity via homoconjugation, while alkylation of a thiocarbonyl-bridged homoHPHAC produced a 24π antiaromatic monocation.

Keyphrases

magnetic resonance
high resolution
density functional theory
solid state