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A New Diazacyclooctane Dihydroxamate as a Siderophore Analogue − Synthesis and Equilibrium Studies of Iron( III ) and Copper( II ) Complexes
Author(s) -
Gaspar Margarida,
Telo J. Paulo,
Santos M. Amélia
Publication year - 2003
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200300159
Subject(s) - chemistry , siderophore , copper , electron paramagnetic resonance , aqueous solution , amine gas treating , ligand (biochemistry) , inorganic chemistry , electron transfer , redox , diamine , stoichiometry , medicinal chemistry , stereochemistry , polymer chemistry , organic chemistry , biochemistry , physics , receptor , nuclear magnetic resonance , gene
Abstract A new siderophore analogue based on the mesocyclic diamine 1,5‐diazacyclooctane (DACO) functionalized with two additional hydroxamate donor pendant groups, 1,5‐diazacyclooctane‐1,5‐bis( N ‐methylacetohydroxamic acid) (DACODMAHA), has been synthesized from the corresponding diacetate derivative (DACODA). The complexation behaviour of this ligand towards Cu II and Fe III in aqueous solution has been studied by potentiometry, UV/Vis and EPR spectroscopy and magnetic moment measurements. The Cu II complexation involves the formation of a mononuclear species with a tetradentate mixed amine/hydroxamate coordination mode, whereas the Fe III complexation involves a binuclear species with Fe 2 L 3 stoichiometry and normal { O , O }‐hydroxamate coordination mode. The redox potential of the iron complexes and the corresponding electron transfer mechanism are also evaluated. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)