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Selective Formation of Bi-Component Arrays Through H-Bonding of Multivalent Molecular Modules

Authors

  • Luc Piot,

    1. ISIS-CNRS 7006, Université Louis Pasteur 8 allée Gaspard Monge, 67000 Strasbourg (France)
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  • Carlos-Andres Palma,

    1. ISIS-CNRS 7006, Université Louis Pasteur 8 allée Gaspard Monge, 67000 Strasbourg (France)
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  • Anna Llanes-Pallas,

    1. Dipartimento di Scienze Farmaceutiche Università degli Studi di Trieste Piazzale Europa 1, 34127 Trieste (Italy)
    2. INSTM UdR di Trieste, Università degli Studi di Trieste Piazzale Europa 1, 34127 Trieste (Italy)
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  • Maurizio Prato,

    1. Dipartimento di Scienze Farmaceutiche Università degli Studi di Trieste Piazzale Europa 1, 34127 Trieste (Italy)
    2. INSTM UdR di Trieste, Università degli Studi di Trieste Piazzale Europa 1, 34127 Trieste (Italy)
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  • Zsolt Szekrényes,

    1. Research Institute for Solid State Physics P.O. Box 49, 1525 Budapest (Hungary)
    2. Optics Hungarian Academy of Sciences P.O. Box 49, 1525 Budapest (Hungary)
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  • Katalin Kamarás,

    1. Research Institute for Solid State Physics P.O. Box 49, 1525 Budapest (Hungary)
    2. Optics Hungarian Academy of Sciences P.O. Box 49, 1525 Budapest (Hungary)
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  • Davide Bonifazi,

    Corresponding author
    1. Dipartimento di Scienze Farmaceutiche Università degli Studi di Trieste Piazzale Europa 1, 34127 Trieste (Italy)
    2. INSTM UdR di Trieste, Università degli Studi di Trieste Piazzale Europa 1, 34127 Trieste (Italy)
    3. Department of Chemistry, University of Namur Rue de Bruxelles 61, 5000 Namur (Belgium)
    • Dipartimento di Scienze Farmaceutiche Università degli Studi di Trieste Piazzale Europa 1, 34127 Trieste (Italy).
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  • Paolo Samorì

    Corresponding author
    1. ISIS-CNRS 7006, Université Louis Pasteur 8 allée Gaspard Monge, 67000 Strasbourg (France)
    • ISIS-CNRS 7006, Université Louis Pasteur 8 allée Gaspard Monge, 67000 Strasbourg (France).
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Abstract

Here, the formation of discrete supramolecular mono- and bi-component architectures from novel and multivalent molecular modules bearing complementary recognition moieties that are prone to undergo multiple H-bonds, such as 2,6-di(acetylamino)pyridine and uracil residues, is described. These nanostructured H-bonded arrays, including dimeric and pentameric species, are thoroughly characterized in solution by NMR, in the solid state by FT-IR, and at the solid–liquid interface by means of scanning tunneling microscopy. The employed strategy is extremely versatile as it relies on the tuning of the valency, size, and geometry of the molecular modules; thus, it may be of interest for the bottom-up fabrication of nanostructured functional materials with sub-nanometer precision.

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