Abstract
The straightforward syntheses of C3v symmetrical calix[6]trisureas and -thiourea have been achieved. NMR studies have shown that these flexible compounds possess a major cone conformation. While these neutral hosts can strongly bind anions such as AcO(-) or HSO4(-) through induced fit processes, they can also behave as unique heteroditopic receptors for organic ion pairs with a remarkable positive cooperativity in the complexation process, the anion acting as an allosteric effector.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Binding Sites
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Calixarenes / chemical synthesis
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Calixarenes / chemistry*
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Ions / chemistry
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Magnetic Resonance Spectroscopy / methods
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Magnetic Resonance Spectroscopy / standards
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Molecular Conformation
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Phenols / chemical synthesis
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Phenols / chemistry*
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Reference Standards
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Stereoisomerism
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Thiourea / analogs & derivatives*
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Thiourea / chemical synthesis
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Thiourea / chemistry*
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Urea / analogs & derivatives*
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Urea / chemical synthesis
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Urea / chemistry*
Substances
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Ions
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Phenols
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calix(6)arene
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Calixarenes
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Urea
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Thiourea