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Synthesis, Structure And Antimicrobial Activity Study On New Complexes Derived From Polyamine

Posted on:2005-03-24Degree:DoctorType:Dissertation
Country:ChinaCandidate:J GaoFull Text:PDF
GTID:1101360152465779Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
Mimic study and new material exploitation of metal complexes have, for many years, been an active area of research, growing interest in which continues to expand. Based on new organic polyamine, a series of bicadmium (II) cryptates [Cd2Ln] (n = 1, 2, 3, 4, 5, 6), bicadmium (II) complexes [Cd2Ln] (n = 7, 8, 9, 10) with hydroxyethyl pendants, a new tripodal complex [ZnL](ClO4)2, and two self-assembly Cu(II) compounds were synthesized and characterized by spectral characterization such as elemental analysis, IR, ES-MS. A total of eight crystal structures of these compounds were determined by X-ray single crystal diffraction. The toxicity of [Cd2Ln] and the antimicrobial activity of other complexes were evaluated though agar diffusion method. Magnetism and electrochemical properties of the two Cu(II) complexes were also studied.A new inequilateral organic polyamine 2-aminoethyl-bi(3-aminopropyl)amine was synthesized by addition and hydrogenation reactions of aminoacetonitrile with acrylonitrile for the first time. The yields of the production in the two-step reactions are 82% and 71%, respectively. The structure of the title compound was confirmed by spectral characterization. The crystal structure of intermediate bi(2-nitrilethyl)aminoacetonitrile has been determined by single-crystal X-ray diffraction.Six bicadmium (II) cryptates [Cd2Ln] were synthesized by [2+3] Schiff base condensation of 2-aminoethyl-bi(3-aminopropyl)amine with sodium2,6-diformyl-4-R-phenolate (when R = CH3, CH3O, C(CH3)3, F, Cl, Br, n = 1, 2, 3, 4, 5, 6, respectively) in the presence of Cd2+. The structures were confirmed by spectral characterization such as elemental analysis, IR, ES-MS, electronic spectrum and electrical conductivity. However, [Cd2L1] were found not stable, its hydrolysis proceeds more slowly in the methanol solution. Two months later just one imine function was hydrolyzed and solvent addition, and no ring opening to yield cryptate [Cd2Lh], which crystallizes in the triclinic system, space group P-I. Cd(l) locates in a N4O2 coordination environment and forms a distorted tetragonal bipyramid, Cd(2) lies in a N4O3 coordination environment and possesses a monocapped-octahedral geometry. The toxicity of complexes was evaluated by testing antimicrobial activity against bacterial strands.Four bicadmium (II) complexes [Cd2Ln] with hydroxyethyl pendants were synthesized by [2+2] Schiff base condensation of 2-[bis(2-aminoethy)amino]ethanol with sodium 2,6-diformyl-4-R-phenolate (when R = CH3, CH3O, F, Cl, n = 7, 8, 9, 10, respectively) in the presence of Cd2+. The structures of them were confirmed by spectral characterization such aselemental analysis, IR, ES-MS, electronic spectrum and electrical conductivity. Crystals of complex [Cd2L9] were monoclinic, space group P21/c. Both Cd (II) atoms were hepta-coordinated with the coordination surrounding of monocapped-octahedral geometry. While [Cd2L7] and [CdaL10] crystals were isolated as triclinic, space group P-1. Coordination isomerism was found in the crystal structure. Coordination number and coordination geometry of Cd ions in one cationic unit of [Cd2L7] and [Cd2L10] are much similar to that of [Cd2L9], while in another cationic unit, one Cd atom is N3O4 hepta-coordinated, and another Cd atom lies in an N3O3 coordination environment and possesses a distorted octahedral geometry. The toxicity of complexes was evaluated by testing antimicrobial activity against bacterial strands.A new tripodal complex [ZnL](ClO4)2 was synthesized by Schiff base condensation of 2-aminoethyl-bi(3-aminopropyl)amine with 2-pyridinecarbaldehyde in the presence of Zn2+ and characterized by X-ray diffraction and spectral analysis. Zn atom rendered six-coordinate in a trigonal "antiprism geometry. The complex was valued for its antimicrobial activity against bacterial strands using the agar diffusion method. It was found to be active against the four test bacterial organisms.A bridged dinuclear Cu(II) complex was synthesized by molecular assembly method, the structure was confirmed by elemental analysis, IR, ES-...
Keywords/Search Tags:polyamine, macrocyclic compound, Schiff base, self-assembly, crystal structure, coordination isomerism, antimicrobial activity
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