Abstract
A water-soluble bowl-shaped host, M3M, which possesses a hydrophobic binding cavity for apolar guests was prepared by metal-induced self-assembly through complexation of l-serine derived hydroxy acid groups with metals. Compound 5 without a xylenic linker was synthesized to investigate the entropy effect on the formation of the self-assembled host. M3M-guest association constants for three aromatic hydrocarbons were measured by solubility titrations. No extraction of any guests through [5 2− +M 2+] aqueous solution indicated the entropic disadvantage in the formation of the self-assembled structure. The transport of neutral arenes through an aqueous phase of M3M was studied in a U-type cell.
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