An attempt to predict the gelation ability of hydrogen-bond-based gelators utilizing a glycoside library

Roman Luboradzki, Oliver Gronwald, Masato Ikeda, Seiji Shinkai, David Reinhoudt

    Research output: Contribution to journalArticleAcademicpeer-review

    146 Citations (Scopus)

    Abstract

    The correlation between the saccharide crystal structure and its gelating ability seems to be a useful tool for finding promising gelators. By analogy to the other types of the hydrogen-bond-based gelators the tendency to form one-dimensional hydrogen-bonded networks may be essential as a prerequisite for good gelators. The gelation abilities were tested for four configurational isomers (methyl-4,6-O-benzylidyne-α-D-glucopyranoside, methyl-4,6-O-benzylidyne-α-D-allopyranoside, methyl-4,6-O-benzylidyne-α-D-altropyranoside, and methyl-4,6-O-benzylidyne-α-D-idopyranoside) which exhibit quite different hydrogen-bonded networks in their crystal structures. Only in the case of one-dimensional hydrogen-bonded architecture the good gel systems were found.
    Original languageUndefined
    Pages (from-to)9595-9599
    JournalTetrahedron
    Volume56
    Issue number49
    DOIs
    Publication statusPublished - 2000

    Keywords

    • METIS-106279
    • IR-11671

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