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Issue 1, 2016
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Synthesis of a peripherally conjugated 5-6-7 nanographene

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Abstract

A heteroaromatic nanographene containing a unique assembly of five-, six- and seven-membered rings is synthesized using oxidative coupling of an indole-containing precursor. Near-infrared absorption and emission properties of the nanographene core are enhanced by peripheral expansion and ring fusion at all oxidation levels. The dicationic state shows distinct aromaticity originating from a peripheral π-conjugated circuit. A partially coupled intermediate, trapped in the synthesis of the 5-6-7 nanographene, is explored as a reference system, showing an unexpected reduction of the optical band gap due to intramolecular charge transfer.

Graphical abstract: Synthesis of a peripherally conjugated 5-6-7 nanographene

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Supplementary files

Article information


Submitted
01 Sep 2015
Accepted
28 Sep 2015
First published
29 Sep 2015

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2016,7, 286-294
Article type
Edge Article

Synthesis of a peripherally conjugated 5-6-7 nanographene

M. Żyła, E. Gońka, P. J. Chmielewski, J. Cybińska and M. Stępień, Chem. Sci., 2016, 7, 286
DOI: 10.1039/C5SC03280F

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