Enantiomeric Recognition of Organic Ammonium Salts by Chiral Dialkyl-, Dialkenyl-, and Tetramethyl-Substituted Pyridino-18-Crown-6 and Tetramethyl- Substituted Bis-Pyridino-18-Crown-6 Ligands: Comparison of Temperature-Dependent 1H NMR and Empirical Force Field Techniques

The successful design, synthesis, and use of molecules capable of the selective recognition of other species is of great interest to workers in catalysis, separations, enzyme functions, and other areas involving molecular recognition. The careful characterization of such synthetic systems could lead...

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Bibliographic Details
Main Authors: Bradshaw, Jerald S, Huszthy, Peter, McDaniel, Christopher W, Zhu, Cheng Y, Dalley, N K
Format: Report
Language:English
Subjects:
AMINES
AMINO ACIDS
AMMONIUM COMPOUNDS
CATALYSIS
CHROMATOGRAPHY
ENZYMES
FUNCTIONS
LIQUIDS
MEMBRANES
MOLECULES
Organic Chemistry
REACTIVITIES
RECOGNITION
RESOLUTION
SALTS
SILICA GELS
SOLVENT EXTRACTION
SYNTHESIS
TRANSPORT
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Summary:The successful design, synthesis, and use of molecules capable of the selective recognition of other species is of great interest to workers in catalysis, separations, enzyme functions, and other areas involving molecular recognition. The careful characterization of such synthetic systems could lead to a much improved understanding of natural systems. One area of recent interest is the enantiomeric recognition of organic amines by chiral macrocyclic ligands. Several research groups have carried out work involving these host-guest systems. Cram and his co-workers have reported chiral recognition of organic amines by a solvent extraction technique, transport of amines through liquid membranes, and partial resolution using chromatography of an amino acid on a silica gel or polystyrene bound chiral host material. Lehn and his co-workers have studied reactivity differences when certain p-nitrophenyl esters were thiolyzed while complexed with chiral host molecules.