Abstract

ω-Hydroxy carboxylic acids bearing 2-8 ether oxygens and aromatic rings and the ω-methoxy and ω-benzyloxy derivatives were synthesized as analogues of natural carboxylic ionophores. These compounds were employed as carriers for active and competitive transport of alkali and alkaline earth metal ions through 1, 2-dichloroethane or 1-hexanol as an organic liquid membrane. Effect of hydrophobic groups, number of ether oxygens, and terminal hydroxy group of the synthetic ionophores on the ion transport ability and selectivity was investigated. Among the ionophores, one compound bearing 8 ether oxygens and 5 aromatic rings exhibited K+ selectivity over Na+ comparable to natural ionophores. Crystal structures of potassium, rubidium, and cesium salts of the compound were determined by X-ray diffraction and the conformations in solution were analyzed by NMR spectroscopy.

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