Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 11, Issue 2, Pages 662-668Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200400826
Keywords
hydrogen bonds; molecular recognition; self-assembly; supramolecular chemistry; supramolecular polymers
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The bow-shaped molecule 1 bearing a self-complementary DAAD-ADDA (D=donor A=acceptor) hydrogen-bonding array generates, in hydrocarbon solvents, highly ordered supramolecular sheet aggregates that subsequently give rise to gets by formation of an entangled network. The process of hierarchical self-assembly of compound I was investigated by the concentration and temperature dependence of UV-visible and (HNMR)-H-1 spectra, fluorescence spectra, and electron microscopy data. The temperature dependence of the UV-visible spectra indicates a highly cooperative process for the self-assembly of compound 1 in decaline. The electron micrograph of the decaline solution of compound 1 (1.0 mm) revealed supramolecular sheet aggregates forming an entangled network. The selected area electronic diffraction patterns of the supramolecular sheet aggregates were typical for single crystals, indicative of a highly ordered assembly. The results exemplify the generation, by hierarchical self-assembly, of highly organized supramolecular materials presenting novel collective properties at each level of organization.
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