Synthesis and Characterization of hydrogen-bonded assemblies: toward the generation of binding site diversity

David N. Reinhoudt, P. Timmerman, F. Cardullo, M. Crego-Calama

    Research output: Chapter in Book/Report/Conference proceedingChapterAcademic

    Abstract

    Discrete assemblies of nano-size dimensions were synthesized by non-covalent chemistry. Calix[4]arenes, diametrically substituted at the upper rim with two melamine units, form stable box-like assemblies in solution in the presence of two equivalents of 5,5-diethylbarbituric acid (DEB). Various techniques, such as NMR spectroscopy, MALDI-TOF mass spectrometry, and X-rays crystallography have been used for the characterization of these assemblies held together by 36 hydrogen bonds. Furthermore, assemblies with different types of functionalities at the upper rim of the calix[4]arene and at the melamine units were prepared. The effect of these functional groups on the stability of the assembly has been investigated. Small libraries of functionalized assemblies were formed by mixing the individual components under thermodynamically controlled conditions. This strategy provides access to functional group diversity.
    Original languageEnglish
    Title of host publicationSupramolecular Science
    Subtitle of host publicationWhere It Is and Where It Is Going
    EditorsRocco Ungaro, Enrico Dalcanale
    Place of PublicationDordrecht
    PublisherKluwer Academic Publishers
    Pages181-195
    ISBN (Electronic)978-94-011-4554-1
    ISBN (Print)978-0-7923-5656-1, 978-94-010-5933-6
    DOIs
    Publication statusPublished - 1999

    Publication series

    NameNato Science Series C
    PublisherSpringer
    Volume527
    ISSN (Print)1389-2185

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