Issue 1, 2016

Synthesis of a peripherally conjugated 5-6-7 nanographene


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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Article information

Article type
Edge Article
01 Sep 2015
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
Creative Commons BY license

Chem. Sci., 2016,7, 286-294

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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