Cation Selectivity of a Folded Ditopic Crown Receptor

The synthesis and cation binding properties of a folded ditopic crown receptor, 3, are described. Intramolecular hydrogen-bonding interactions preorganize ditopic crown 3 into a helical conformation that positions the crown moieties in a manner that favors the formation of an intramolecular sandwich...

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Bibliographic Details
Published in:Supramolecular chemistry 2003-10, Vol.15 (7-8), p.557-562
Main Authors: Hudson, Matthew R., Gallucci, Judith C., Parquette, Jon R.
Format: Article
Language:English
Subjects:
Cation binding
Crown macrocycle
Dendrimer
Hydrogen bonding
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Summary:The synthesis and cation binding properties of a folded ditopic crown receptor, 3, are described. Intramolecular hydrogen-bonding interactions preorganize ditopic crown 3 into a helical conformation that positions the crown moieties in a manner that favors the formation of an intramolecular sandwich cation complex. Alkali-metal picrate extraction studies demonstrate that ditopic crown 3 exhibits a significantly different cation selectivity than mono-crown congener 2. A crystal structure of 3*2KClO 4 indicates that two molecules of the complex are assembled into a molecular square in the solid state.
ISSN:1061-0278
1029-0478
DOI:10.1080/10610270310001605142