SYNTHESIS AND CHARACTERIZATION OF COPPER-IBUPROFENATE COMPLEXES WITH 2,2'-BIPYRIDINE AND 1,10-PHENANTHROLINES AND THEIR HYDROLYTIC ACTIVITIES IN PHOSPHATE DIESTER CLEAVAGE

A synthetic investigation of copper(II) ibuprofenate (Ibup) addition c ompounds with 2,2'-bipyridine (bpy), 1,10-phenanthroline (phen) and 2, 9-dimethyl-1,10-phenanthroline (dmph) has led to the isolation of dinu clear adducts of the forms [Cu(Ibup)(2)(bpy)](2) . 4H(2)O (1) and [Cu( Ibup)(2)(phen)](2) (2) and a mononuclear adduct Cu(Ibup)(2)(dmph) (3). Spectroscopic data for adducts 1 and 2 are consistent with a dinuclea r structure with two CuN2O2+O chromophors. Each copper is coordinated with two ibuprofenate bridges, a terminal diimine molecule and a monod entate ibuprofenate group complete five-coordination at each metal ato m. Spectroscopic data for adduct 3 are consistent with a mononuclear s tructure having a very distorted square-pyramidal CuN2O2+O chromophore . The Cu-II atom is coordinated to two nitrogen atoms from a chelating dmph ligand, two carboxylic oxygens of a bidentate ibuprofenate ion a nd an oxygen atom of a monodentate carboxylic group of a second ibupro fenate ion. The reduction of adduct (3) by ascorbic acid produced stab le red copper(I) complex of the form [Cu(dmph)(2)] (Ibup) (4). Spectra l data of this adduct indicated that the cation has distorted tetrahed ral geometry about the copper atom. The effect of 1 and 2 on the rate of hydrolysis of bis(p-nitrophenyl) phosphate (BNPP) have been examine d in aqueous methanol solution at 70 degrees C and pH 7.4. Copyright ( C) 1996 Elsevier Science Ltd