Co-ordination of copper(II) with monoamino-triols and -tetrols. Effect of stereochemistry on complex formation

A series of 4-aminobutanetriols and 5-aminopentanetetrols was synthesised and their co-ordination abilities towards copper(II) studied by potentiometry and spectroscopic techniques (UV/VIS, ESR and CD). The basic binding mode involves the amino nitrogen and the adjacent deprotonated hydroxyl group. The latter donor acts as a bridge between two metal ions giving stable dimeric species. No monomeric complexes were detected in the systems studied. The formation of the alkoxo-bridged complexes seems to be the most characteristic feature of the investigated ligands. Other hydroxyl donors are also involved in the metal-ion binding. The stability constants calculated from the pH-metric data showed that the chirality of the carbons in an aminoalcohol molecule may have a considerable effect on its co-ordination ability.

[1]  H. Kozłowski,et al.  Copper(II) complexation by 1,4-diamino-2R, 3R-butanediol and its 2R, 3S-diastereoisomer. Spectroscopic and potentiometric studies , 1993 .

[2]  V. Gramlich,et al.  1,3,5-Triamino-1,3,5-trideoxy-cis-inositol, a new ligand with a remarkable versatility for metal ions. 4. Preparation, characterization, and x-ray structure of the trinuclear lead(II) and bismuth(III) complexes , 1993 .

[3]  Joop A. Peters,et al.  The influence of pH on the coordination of copper(II) by 2-amino-2-deoxy-D-gluconate and 2-amino-2-deoxy-D-glucose oxime as studied by 1H and 13C NMR relaxation rate measurements and EPR spectroscopy , 1993 .

[4]  owski,et al.  Interaction of 1,6-anhydro derivatives of amino sugars with copper(II) ions☆ , 1992 .

[5]  P. Decock,et al.  Potentiometric and spectroscopic studies of the binding of copper(II) ions by aminodeoxy derivatives of 1,6-anhydro-β-d-glucopyranose , 1992 .

[6]  Suning Wang,et al.  Homonuclear and heteronuclear metal complexes with a cyclic tetracopper(II) unit. Syntheses, crystal structures, and magnetic properties of [CuII4(dmap)3(OH)(O2CCH3)2(HO2CCH3)(H2O)][PF6]2, [CuII4(dmap)2(O2CCH3)4][PF6]2, [CuII4(dmap)2(O2CCH3)2(OH)2][HgII(O2CCH3)Cl2]2[HgIICl2], and [CuII4(dmap)2(O2CCH , 1992 .

[7]  R. Rousseau,et al.  Homonuclear copper complexes with multidentate amino alcohol ligands. Synthesis and characterization of a dicopper zwitterion, bis(1,3-bis(dimethylamino)-2-propanol)tetrachlorodicopper and a tricopper compound, bis(1,3-bis(dimethylamino)-2-propanolato)tetrachlorotricopper , 1992 .

[8]  B. Gyurcsik,et al.  Equilibrium and structural studies on proton and copper(II) complexes of N-D-gluconylglycine , 1992 .

[9]  P. Decock,et al.  Copper(II) complexes of lactobionic acid. Lactone-acid equilibrium and proton dissociation , 1991 .

[10]  P. Decock,et al.  Stability and structure of copper(II) complexes with 2-amino-2-deoxy-d-mannose and some derivatives thereof , 1990 .

[11]  P. Decock,et al.  D-galactosamine complexes with copper(II), nickel(II), and cobalt(II). , 1988, Journal of inorganic biochemistry.

[12]  K. Smolander Dimeric copper(II) complexes with an aminoalcohol and halogenobenzoic acids. The crystal and molecular structures of bis[2-Br-benzoato-μ-(2-diethylaminoethanolato-N,μ-O)copper(II)] and bis[3-Br-benzoato-μ-(2-diethylaminoethanolato-N,μ-O)copper(II)] , 1987 .

[13]  P. Decock,et al.  Formation of D-glucosamine complexes with Cu(II), Ni(II) and Co(II) ions , 1986 .

[14]  D. Kiely,et al.  A General Synthesis of Diterminal Diamnodideoxyalditols and 1-Amino-1-deoxyalditols Using Trimethylmsilyl Protecting Groups , 1986 .

[15]  P. Decock,et al.  Copper(II) complexation by D-glucosamine. Spectroscopic and potentiometric studies , 1985 .

[16]  P. Gans,et al.  SUPERQUAD: an improved general program for computation of formation constants from potentiometric data , 1985 .

[17]  E. Solomon,et al.  Active sites in copper proteins an electronic structure overview , 1983 .

[18]  M. Melnik Study of the relation between the structural data and magnetic interaction in oxo-bridged binuclear copper(II) compounds , 1982 .

[19]  S. J. Loeb,et al.  FLUORINATED ALKOXIDES. 15. SYNTHESIS AND HYDROGENATION OF IMINOALKOXY COMPLEXES OF COPPER(2+). INFLUENCE OF CHELATE RING SIZE ON STRUCTURE AND MAGNETIC PROPERTIES , 1979 .

[20]  Y. Nonaka,et al.  Copper(II) Complexes with Some Aliphatic Diaminealcohols , 1973 .

[21]  B. Hudson,et al.  Conversion of acyclic carbohydrates to tetrahydrofuran derivatives. Deamination of 1-amino-1-deoxypentitols , 1970 .

[22]  H. Irving,et al.  A study of some problems in determining the stoicheiometric proton dissociation constants of complexes by potentiometric titrations using a glass electrode , 1967 .

[23]  A. Jeanes,et al.  PREPARATION OF meso-ERYTHRITOL AND D-ERYTHRONIC LACTONE FROM PERIODATE-OXIDIZED STARCH , 1955 .