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

Madan D. Ambhore; Santosh P. Panchal; Arpan Mondal; Sanjit Konar; Venkataramanarao G. Anand

doi:10.1039/D1OB02230J

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

Madan D. Ambhore,‡^a Santosh P. Panchal,

‡^a Arpan Mondal,

^b Sanjit Konar

*^b and Venkataramanarao G. Anand

*^a

Author affiliations

* 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.

This article is part of the themed collection: Supramolecular chemistry in OBC

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

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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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Organic & Biomolecular Chemistry

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

Abstract

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

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