Amphiphilic Amide Derivatives of D‐Glucaric Acid. Synthesis and Complexing Properties Toward Lanthanide(III) Ions

Abstract

AbstractHydrophobic derivatives of D‐glucaric acid, HOOC−(CHOH)4−CONHR,where R is an alkyl chain having 3, 8, 10, or 12 carbon atoms, have been synthesized from D‐glucaro‐1,4‐lactone and the corresponding amines. The complexing abilities of these compounds toward trivalent lanthanide cations have been studied, using the water‐soluble propyl compound, and compared to that of gulonic acid, which corresponds to the complexing part of these molecules. The formation constants of the complexes have been determined and their structures discussed. The surfactant properties of the C8, C10 and C12 glucaramides and their extracting ability toward LnIII ions have also been evaluated. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)