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Issue 58, 2017
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A naphthalene-fused dimer of an anti-aromatic expanded isophlorin

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Abstract

We report the first synthesis of a covalent expanded isophlorin dimer from two 24-π doubly S-confused sapphyrin-like pentathiaisophlorins. It exhibits marginal peripheral aromaticity rather than strong global diatropicity or paratropicity and weak intermacrocycle electronic communication. Quantum chemical methods discern that cross-conjugation is responsible for these unusual electronic features.

Graphical abstract: A naphthalene-fused dimer of an anti-aromatic expanded isophlorin

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Publication details

The article was received on 25 May 2017, accepted on 23 Jun 2017 and first published on 23 Jun 2017


Article type: Communication
DOI: 10.1039/C7CC04050D
Citation: Chem. Commun., 2017,53, 8211-8214
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    A naphthalene-fused dimer of an anti-aromatic expanded isophlorin

    B. K. Reddy, J. Rawson, S. C. Gadekar, P. Kögerler and V. G. Anand, Chem. Commun., 2017, 53, 8211
    DOI: 10.1039/C7CC04050D

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