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The preparation of new chiral diphenyl-substituted macrocyclic polyether-diester compounds and their enantiomeric recognition of chiral organic ammonium salts
Authors:Jerald S Bradshaw  Patricia K Thompson  Reed M Izatt  Frederick G Morin  David M Grant
Institution:1. Department of Chemistry and Contribution No. 339 from the Institute for Thermochemical Studies, Brigham Young University, Provo, Utah 84602;2. Department of Chemistry, University of Utah, Salt Lake City, Utah 84112
Abstract:A series of chiral diphenyl-substituted macrocyclic polyether-diester ligands have been prepared from the chiral diphenyl-substituted tetraethylene glycol. Enantiomeric recogntion by the chiral diphenyl-substituted pyridino-diester-18-crown-6 compound ( 7 ) was studied by temperature dependent 1H NMR spectroscopy in deuteriodichloromethane. This ligand exhibited chiral recognition when complexed with the hydrogen per-chlorate salts of (R)- and (S)-α-(1-naphthyl)ethylamine and (R)- and (S)-methyl phenylalaninate.
Keywords:
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