Abstract
A solvent extraction technique was used to determine equilibrium constants for the reactions occurring when an aqueous phase containing [α-(1-naphthyl)ethyl]ammonium ions [(R)- and (S-isomers] is equilibrated with a chloroform phase containing chiral substituted pyridino-18-crown-6 ligands. Selectivity coefficients and equilibrium constants for the interactions in chloroform solutions were calculated. The existence of two different types of ion pairs separated by the macrocycle molecule was detected from the UV spectra. One ion pair has a nearly complete separation of the picrate anion from the protonated amine by the ligand. The other has the picrate ion only partly separated from the cation by the macrocycle.
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Nazarenko, A.Y., Huszthy, P., Bradshaw, J.S. et al. Molecular recognition as shown by the solvent extraction of (R)- and (S)-[α-(1-naphthyl)ethyl] ammonium picrate or orange 2 by chiral pyridino-crown ethers. J Incl Phenom Macrocycl Chem 20, 13–22 (1994). https://doi.org/10.1007/BF00707608
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DOI: https://doi.org/10.1007/BF00707608