Issue 20, 2022
From the journal:

Chemical Communications

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

Masayoshi Takase, ORCID logo *a   Atsushi Ueno,a   Kosuke Oki,a   Hiroki Matsumoto,a   Shigeki Mori, ORCID logo b   Tetsuo Okujima ORCID logo a  and  Hidemitsu Uno*a  

* Corresponding authors

a Graduate School of Science and Engineering, Ehime University, Matsuyama 790-8577, Japan
E-mail: takase.masayoshi.ry@ehime-u.ac.jp, uno.hidemitsu.mm@ehime-u.ac.jp

b Advanced Research Support Center, Ehime University, Matsuyama 790-8577, Japan

Abstract

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

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

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/D1CC07152A
Article type
Communication
Submitted
21 Dec 2021
Accepted
14 Feb 2022
First published
14 Feb 2022

Chem. Commun., 2022,58, 3366-3369

Permissions

Request permissions

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

M. Takase, A. Ueno, K. Oki, H. Matsumoto, S. Mori, T. Okujima and H. Uno, Chem. Commun., 2022, 58, 3366 DOI: 10.1039/D1CC07152A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements