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Cyclodextrins as Building Blocks for Supramolecular Structures and Functional Units

Angewandte Chemie International Edition in English · 1994 · Vol. 33(8) · pp. 803–822

Abstract

Abstract Cyclodextrins are frequently used as building blocks, because they can be linked both covalently and noncovalently with specificity. Thus one, two, three, seven, fourteen, eighteen, or twenty substituents have been linked to one β‐cyclodextrin molecule in a regioselective manner. Furthermore, Cyclodextrins may serve as organic host molecules. Their internal cavity is able to accommodate one or two guest molecules. Conversely, suitable guest molecules can be used to thread one, two, or many (one hundred or more) cyclodextrin rings. The resulting supramolecular structures are often formed in solution, which allows characterization by high‐resolution spectroscopic methods. Chemical conversion of these structures provides molecular architectures such as catenanes, rotaxanes, polyrotaxanes, and tubes, which are not readily prepared by other methods. The particular properties of Cyclodextrins can also be employed, for example, for the chromatographic separation of complex mixtures of substances, even racemates, by molecular recognition. Cyclodextrins and their derivatives have been found to be remarkably active catalysts as well. Finally, since Cyclodextrins can favorably influence the release of drugs, many new applications will certainly be developed in the near future.

Supramolecular Chemistry and ComplexesInorganic and Organometallic ChemistryAnalytical Chemistry and ChromatographySupramolecular chemistryCyclodextrinMoleculeCatenaneChemistryRegioselectivityCombinatorial chemistryMolecular recognitionCharacterization (materials science)Cucurbituril
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