Competitive Hydrogen Bonding in π-Stacked Oligomers

Authors

  • A. Rochefort,

    1. École Polytechnique de Montréal, Department of Engineering Physics and Regroupement québécois sur les matériaux de pointe (RQMP), Montréal, QC H3C 3A7 (Canada)
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  • É. Bayard,

    1. École Polytechnique de Montréal, Department of Engineering Physics and Regroupement québécois sur les matériaux de pointe (RQMP), Montréal, QC H3C 3A7 (Canada)
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  • S. Hadj-Messaoud

    1. École Polytechnique de Montréal, Department of Engineering Physics and Regroupement québécois sur les matériaux de pointe (RQMP), Montréal, QC H3C 3A7 (Canada)
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  • This work was supported by the Natural Sciences and Engineering Research Council of Canada (NSERC), the Ministère du Développement économique et régional (MDER), and Nano-Québec. We are grateful to the Réseau québécois de calcul haute performance (RQCHP) for providing computational facilities. S.H.-M. thanks GCM and NSERC for a summer scholarship.

Abstract

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A theoretical study showing the importance of intra- and intermolecular hydrogen bonding in the formation of self-assembled systems is reported. Arene-based species with appropriate functional groups to favor intermolecular hydrogen bonding are studied. It is found that molecular flexibility can create strong intermolecular hydrogen bonds within oligomers in which molecules are generally separated by large interplanar distances (see figure).

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