Helical self-organization and hierarchical self-assembly of an oligoheterocyclic pyridine-pyridazine strand into extended supramolecular fibers |
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Authors: | Cuccia Louis A Ruiz Eliseo Lehn Jean-Marie Homo Jean-Claude Schmutz Marc |
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Affiliation: | Laboratoire de Chimie Supramoléculaire ISIS, Université Louis Pasteur 4, rue Blaise Pascal, 67000 Strasbourg, France. |
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Abstract: | The synthesis and characterization of an alternating pyridine-pyridazine strand comprising thirteen heterocycles are described. Spontaneous folding into a helical secondary structure is based on a general molecular self-organization process enforced by the conformational information encoded within the primary structure of the molecular strand itself. Conformational control based on heterocyclic "helicity codons" illustrates a strategy for designing folding properties into synthetic oligomers (foldamers). Strong intermolecular interactions of the highly ordered lock-washer subunits of compound 3 results in hierarchical supramolecular self-assembly into protofibrils and fibrils. Compound 3 also forms mechanically stable two-dimensional Langmuir-Blodgett and cast thin films. |
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