Tetrahedron

Synthesis and NMR study of two lipophilic iron (III) sequestering agents based on 8-hydroxyquinoline; H-bonding and conformational changes

C Caris, P Baret, JL Pierre, G Serratrice

Index: Caris; Baret; Pierre; Serratrice Tetrahedron, 1996 , vol. 52, # 13 p. 4659 - 4672

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Citation Number: 31

Abstract

The synthesis of two tripodal iron chelating agents based on 8-hydroxyquinoline is described. The ligands consist of tris (2-aminoethylamine)(spacer) linked in 2-or 7-position to three 8-hydroxyquinoline units (allowing the complexation of iron). NMR study of these ligands in DMSO-d6 solutions evidence intramolecular H-bond networks inducing conformational changes in relation to the protonation state of the tertiary amine.