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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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Publication details

The article was received on 01 Sep 2015, accepted on 28 Sep 2015 and first published on 29 Sep 2015


Article type: Edge Article
DOI: 10.1039/C5SC03280F
Citation: Chem. Sci., 2016,7, 286-294
  • Open access: Creative Commons BY license
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    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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