Publication: Hydrogen-bonded azaphenacene: a strategy for the organization of π-conjugated materials
Authors
Gómez, Paula ; Georgakopoulos, Stamatis ; Cerón, José Pedro ; da Silva, Iván ; Más-Montoya, Miriam ; Pérez, José ; Tárraga Tomás, Alberto ; Curiel Casado, David
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Publisher
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DOI
10.1039/C8TC00840J
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info:eu-repo/semantics/article
Description
Abstract
A centrosymmetric fused polyheteroaromatic system, namely 7-azaindolo[2,3-h]α-carboline has been 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 strategy to enhance edge-to-edge interactions and orbital overlap that contribute to the charge transport properties in π-conjugated systems.
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Citation
J. Mater. Chem. C, 2018, 6, 3968
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