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Synthesis, Characterization And Properties Investigation Of The Transition Metal Complexes With Nitrogen Heterocyclic Schiff Base Ligands

Posted on:2009-10-16Degree:DoctorType:Dissertation
Country:ChinaCandidate:Y WangFull Text:PDF
GTID:1101360245481171Subject:Inorganic Chemistry
Abstract/Summary:PDF Full Text Request
In this paper, thirteen Schiff base ligands and three reductive Schiff base ligands bearing nitrogen heterocyclic units, including twenty transition metal complexes with nine ligands have been synthesized. In addition, the biological activities of some compounds have been investigated. A series of significant conclusions have been achieved from such results.The dissertation includes following five chapters:1. It was given a brief review of the research progress of the complexes with Schiff base ligands including the Schiff base ligands bearing pyrrole units.2. In this chapter, the ligand H2L1 and its Zn(Ⅱ),Cu(Ⅱ) and Ni(Ⅱ) complexes were synthesized and fully characterized. The DNA binding properties of the ligand H2L1 and the complex NiL1·3H2O were also investigated. The complex NiL1·3H2O can bind to DNA and has potential pharmaceutical activity. In addition, the varieties of the fluorescence emission was obtained in the presence of several metal ions in THF solution of the ligand, the results indicate that H2L1 may be a potential fluorescent sensor for Zn2+.A ligand was involved in this chapter:H2L1:1,7-di(1 -phenyl-3-methyl-5-pyrazolone-4-benzylidene)-diethylenetriamine3. Four bis(pyrrol-2-yl-methyleneamine) ligands H2L2-5 and their Zn(Ⅱ), Cu(Ⅱ) complexes were synthesized and characterized, the crystal structures show that each complex of ligands H2L2,5 possesses a double-stranded helical geometry. The DNA binding experiments indicate that [ZnL2]2, H2L5 and [ZnL5]2 can bind to DNA via different modes and all of them have potential pharmaceutical activities. The Superoxide radical scavenging experiments show that the Cu(Ⅱ) complexes display simlilar superoxide dismutase activity compared with that of native Cu,Zn-SOD and may be potential SOD substitutes. Furthermore, the varieties of the fluorescence emission was obtained in the presence of several metal ions in CH3CN solution of the ligands, the results indicate that H2L2-4 may be potential fluorescent sensors for Zn2+.Four ligands were involved in this chapter: H2L2: 1,2-Bis[3,4-dimethyl-5-ethyloxy-carbonyl-pyrrol-2-yl-methyleneamino]ethaneH2L3:1,3-Bis[3,4-dimethyl-5-ethyloxy-carbonyl-pyrrol-2-yl-methyleneamino] propaneH2L4:1,6-Bis[3,4-dimethyl-5-ethyloxy-carbonyl-pyrrol-2-yl-methyleneamino]hexaneH2L5:1,2-Bis[3,4-dimethyl-5-ethyloxy-carbonyl-pyrrol-2-yl-methyleneamino] benzene4. Three bis(pyrrol-2-yl-methylamine) ligands H2L6-8 and their Zn(Ⅱ), Cu(Ⅱ) complexes were synthesized and characterized in this chapter. The DNA binding experiments indicate that all compounds can bind to DNA and have potential pharmaceutical activities. The Superoxide radical scavenging experiments show that the Cu(Ⅱ) complexes display simlilar superoxide dismutase activity compared with that of native Cu,Zn-SOD and need further research.Three ligands were involved in this chapter:H2L6: l,2-Bis[3,4-dimethyl-5-ethyloxy-carbonyl-pyrrol-2-yl-methylamino]ethaneH2L7:1,3-Bis[3,4-dimethyl-5-ethyloxy-carbonyl-pyrrol-2-yl-methylamino] propaneH2L8: 1,6-Bis[3,4-dimethyl-5-ethyloxy-carbonyl-pyrrol-2-yl-methylamino]hexane5. Eight Schiff base ligands bearing pyrrole units and the Zn( II), Cu( II) and Ni( II) complexes of HL12 were synthesized and characterized. The antioxidant activities of HL12 and its complexes were investigated. The Superoxide radical scavenging experiments show that the Cu(Ⅱ) complexes display higher superoxide dismutase activity than other complexes, Cu(Ⅱ) ion plays an active role.Eight ligands were involved in this chapter:L9: 3,4-dimethyl-pyrrole-2-carboxylic 2-hydroxybenzylidenehydrazideL10: 3,4-dimethyl-pyrrole-2-carboxylic furan-2-yl-methylidenehydrazideL11: 3,4-dimethyl-pyrrole-2-carboxylic 2',4'-dihydroxybenzylidenehydrazideHL12: 3,4-dimethyI-pyrrole-2-carboxylic (5'-hydroxy-3'-methyl-1'-phenyl-1H-pyrazol-4'-yl)(phenyl)methylidene)hydrazideL13: ethyl 3,4-dimethyl-5-((naphthalen-1-ylimino)methyl)- pyrrole-2-carboxylateL14: ethyl 3,4-dimethyl-5-((naphthalen-2-ylimino)methyl)- pyrrole-2-carboxylateL15: ethyl 5-((benzoylimino)methyl)-3,4-dimethyl-pyrrole-2-carboxylateL16: ethyl 5-((isonicotinoylimino)methyl)-3,4-dimethyl-pyrrole-2-carboxylate...
Keywords/Search Tags:Schiff base, Antioxidant activities, DNA-binding, Crystal structures
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