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Issue 15, 2018
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Hydrogen-bonded azaphenacene: a strategy for the organization of π-conjugated materials

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Abstract

A centrosymmetric fused polyheteroaromatic system, namely 7-azaindolo[2,3-h]α-carboline, was synthesized. The pentacyclic structure includes rationally located hydrogen bond donor and hydrogen bond acceptor sites to induce its self-assembly. The molecular units associate forming an extended monodimensional arrangement that further self-organizes through π-stacking. The optical, electrochemical, X-ray diffraction, computational and electronic characterization in organic field effect transistors proves the utility of hydrogen bond-directed self-assembly as a strategy to enhance edge-to-edge interactions and orbital overlap that contribute to the charge transport properties in π-conjugated systems.

Graphical abstract: Hydrogen-bonded azaphenacene: a strategy for the organization of π-conjugated materials

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Publication details

The article was received on 17 Feb 2018, accepted on 01 Mar 2018 and first published on 02 Mar 2018


Article type: Paper
DOI: 10.1039/C8TC00840J
Citation: J. Mater. Chem. C, 2018,6, 3968-3975
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    Hydrogen-bonded azaphenacene: a strategy for the organization of π-conjugated materials

    P. Gómez, S. Georgakopoulos, J. P. Cerón, I. da Silva, M. Más-Montoya, J. Pérez, A. Tárraga and D. Curiel, J. Mater. Chem. C, 2018, 6, 3968
    DOI: 10.1039/C8TC00840J

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