Abstract
Interlocked structures containing the classic Hamilton barbiturate binding motif comprising two 2,6-diamidopyridine units are reported for the first time. Stable [2]-rotaxanes can be accessed either through hydrogen-bonded preorganization by a barbiturate thread followed by a Cu(+)-catalyzed "click" stoppering reaction or by a Cu(2+)-mediated Glaser homocoupling reaction.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Amides / chemistry
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Barbiturates / chemistry*
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Barbiturates / metabolism
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Copper / chemistry
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Hydrogen Bonding
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Models, Molecular
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Pyridines / chemistry
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Rotaxanes / chemical synthesis*
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Rotaxanes / chemistry
Substances
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Amides
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Barbiturates
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Pyridines
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Rotaxanes
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diamidopyridine
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Copper
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barbituric acid