Issue 14, 2022
From the journal:

Organic & Biomolecular Chemistry

Reversible redox switching between local and global aromaticity for core-modified expanded carbaisophlorinoids†

Madan D. Ambhore,‡a   Santosh P. Panchal, ORCID logo ‡a   Arpan Mondal, ORCID logo b   Sanjit Konar ORCID logo *b  and  Venkataramanarao G. Anand ORCID logo *a  

* Corresponding authors

a Department of Chemistry, Indian Institute of Science Education and Research (IISER), Pune 411008, Maharashtra, India
E-mail: vg.anand@iiserpune.ac.in

b Department of Chemistry, Indian Institute of Science Education and Research (IISER), Bhopal 462066, Madhya Pradesh, India
E-mail: skonar@iiserb.ac.in

Abstract

Two dithienothiophene based 28π antiaromatic macrocycles with benzene and azulene units and their effects on local and global (anti)aromaticity have been described. Experimental and computational studies confirmed the presence of weak paratropic and strong diatropic ring current effects in neutral and dicationic states, respectively.

Graphical abstract: Reversible redox switching between local and global aromaticity for core-modified expanded carbaisophlorinoids

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Article information

DOI
https://doi.org/10.1039/D1OB02230J
Article type
Communication
Submitted
15 nov. 2021
Accepted
08 mars 2022
First published
10 mars 2022

Org. Biomol. Chem., 2022,20, 2818-2821

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Reversible redox switching between local and global aromaticity for core-modified expanded carbaisophlorinoids

M. D. Ambhore, S. P. Panchal, A. Mondal, S. Konar and V. G. Anand, Org. Biomol. Chem., 2022, 20, 2818 DOI: 10.1039/D1OB02230J

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