Abstract
Abstract Three chiral diketopyridino-18-crown-6 type macrocycles have been shown to exhibit a high degree of enantiomeric recognition toward α-(1-naphthyl)ethylammonium perchlorate (NapEt) in various ratios of chloroform/methanol (CDCl3/CD3OD) and 1,2-dichloroethane/methanol (C2H4Cl2/CH3OH) solvent mixtures (from 100% to 10% methanol component). In most cases, differences in log K values (Δlog K) for (R)− and (S)-NapEt complexation with the chiral macrocycles are larger than 0.5. The degree of the enantiomeric recognition indicated by the Δlog K value changes noticeably with the binary solvent components. The recognition is better in the solvents having a moderate methanol component than in the binary solvents having either a high or a low methanol component. The highest degree of recognition is observed in 6/4 (v/v) CDCl3/CD3OD and C2H4Cl2/CH3OH solvent mixtures and in a 7/3 (v/v) C2H4Cl2/CH3OH mixture for chiral (S,S)-1 macrocycle. Thermodynamic parameters determined in solvent mixtures of C2H4Cl2/CH3OH...
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