Abstract
A simple water-soluble naphthalenedithiol building block is converted quantitatively into a series of octameric [2]-catenanes, composed of two interlocked molecular squares. When this mixture is re-equilibrated in the presence of an adamantyl ammonium guest, the catenanes disassemble into their macrocyclic components that bind the guest with nanomolar affinity in water.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Catenanes / chemical synthesis*
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Catenanes / chemistry*
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Chromatography, High Pressure Liquid / methods
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Combinatorial Chemistry Techniques / methods*
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Cyclization
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Magnetic Resonance Spectroscopy / methods
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Models, Molecular
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Molecular Structure
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Particle Size
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Solubility
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Sulfhydryl Compounds / chemical synthesis*
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Sulfhydryl Compounds / chemistry*
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Water / chemistry
Substances
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Catenanes
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Sulfhydryl Compounds
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Water