The preparation of new chiral diphenyl-substituted macrocyclic polyether-diester compounds and their enantiomeric recognition of chiral organic ammonium salts
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.