Abstract
Lariat ether carboxylic acids of structure CECH 2OCH 2C 6H 4–2-CO 2H with crown ether (CE) ring sizes of 12-crown-4, 15-crown-5 and 18-crown-6 are prepared and converted into alkali metal–lariat ether carboxylate complexes. Absorptions for the diastereotopic benzylic protons in the 1H NMR spectra of the complexes in CDCl 3 are utilized to probe the extent of side arm interaction with the crown ether-complexed metal ion as a function of the crown ether ring size and identity of the alkali metal cation.
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