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Influence of Monosubstitution of Hexakis(3,6‐anhydro)cyclomaltohexaose on Its Complexation Properties with Ions, with Special Attention to Heavy Metals
Author(s) -
Rambaud Lauriane,
Dalbiez JeanPierre,
Amekraz Badia,
Moulin Christophe,
Perly Bruno,
Baudin Cécile
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500716
Subject(s) - chemistry , carboxylate , ionic bonding , salt (chemistry) , polymer , grafting , derivative (finance) , sodium , polymer chemistry , inorganic chemistry , ion , combinatorial chemistry , organic chemistry , financial economics , economics
We report on the synthesis, characterisation and ionic complexation properties of mono‐2‐ O ‐carboxymethyl‐hexakis(3,6‐anhydro)cyclomaltohexaose sodium salt 1 , as investigated by TLC and NMR. We demonstrate that the grafting of a carboxylate group not only modifies the complexation properties of the parent derivative in relation to heavy metals but also improves them. In this respect, we provide evidence that the gain in affinity is due to the cumulative effects of the molecular cage and the carboxylate group. Coupling of 1 to insoluble supports (bio‐polymers, liposomes, …) might be expected to afford new materials for the elimination of toxic metals in biological fluids or organs. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)