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Synthesis And Structural Characterization Of Several Schiff Bases And Their Complexes

Posted on:2008-10-12Degree:MasterType:Thesis
Country:ChinaCandidate:H P ChenFull Text:PDF
GTID:2121360215499506Subject:Organic Chemistry
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β-diketiminatometal complexes and metal-schiff base complexes have been one of importance research area in coordination chemistry for their particular structures and properties.β-diketiminato ligand and Schiff base ligand have abundance coordinated model.β-diketiminato ligands are easily prepared and modified. That reason why that the research publication of this reseach field increased very quickly in recent years.Among the numerousβ-diketiminato ligands, ArNCH(CH3)CCH(CH3)NAr(Ar=2, 6-diisopropylphenyl) was payed most attention. They can coordinate with transition metals, main group metals, Lanthanide and Actinouranium metals. Most of the complexes have good activity, such as olefine polymerization, small molecule activation and other special capabilities.As the developing of the usage of Schiff base complexes in biologyical chemical research, the natural enzyme usually present asymmetric structure, study of the synthetic method and coordination properties of asymmetric Schiff base becomes a popular topic for the Schiff base research. Exploring the simple synthetic approach and study the relationship between sturture and activity have significant sense.This thesis mainly is divided into the following three parts:1. Summary of literature(1) The summary of the developing condition ofβ-diketiminatometal complexes, the research situation of the type ofβ-diketiminato ligands and its complexes were emphased in this part. (2) Made more detailed summary of research progress of metal-schiff base complexes, such as research significance, classification and application of the metal-schiff base complexes. (3) Research purpose and the meaning of this thesis.2. Synthesis of the complexs [ArNCH(CH3)CCH(CH3)NAr]Fe(C5H5)(CO)2 (Ar=2, 6- dimethylphenyl)(1) Synthesis of [ArNCH(CH3)CCH(CH3)NAr]H (Ar=2, 6-dimethylphenyl).2, 6-dimethylbenzenamine reacted with pentane-2, 4-dione in ethanol in presence of concentrated hydrochloric acid, [ArNCH(CH3)CCH(CH3)NHAr]+-C1 (Ar=2, 6-dime- tylphenyl) was obtained after refluxing the reaction mixture, then added saturared sodium carbonate to the reaction mixture to get [ArNCH(CH3)CCH (CH3)NAr]H (At= 2, 6-dimethylphenyl). Its structure was confirmed by 1H NMR and IR spectum.(2) The synthesis of CsH5Fe(CO)2C1All the reaction processes were operated under the nitrogen atomosphere. [C5H5Fe(CO)2]2 was synthesized using dicyclopentadiene and Fe(CO)5 as materials by refluxing. C5H5Fe(CO)2C1 was obtained in high yield (above 90%) by the reaction of [C5H5Fe(CO)2]2 and HC1 at room temperature.(3) In the third part, the target compound was synthesized by the reaction of cyclopentadienyliron dicarbonyl chloride with [ArNCH(CH3)CCH(CH3)NAr]Li salts, which was produced by the reaction ofβ-diketiminato ligands with n-BuLi. Under lithium process, the absorption peak 12.19 (s, 1H) of the ligand disappeared that means the lithium salt clean obtained. The structure of target complex was confirmed by 1H NMR and IR.3. Synthesis of asymmetric Schiff base complexes(1) Synthesis of asymmetric Schiff baseThe several asymmetric Schiff base were synthesized by the reaction of ethylenediamine with dbenzoin, acetacetic ether and salicylic aldehyde. Those ligands have strong coordinated ability for their possesing N, O atoms. All the ligands were characterized by 1H NMR, IR and element analyses.(2) Preparation of asymmetric Schiff base complexesA series of coordinated compounds were prepared by the reaction of the asymmetric Schiff base ligands with metal ions Cu (Ⅱ), Zn (Ⅱ), Ni (Ⅱ), Co (Ⅱ). Those complexes were conformied by the IR spectrum that implies the complexs containing absorption of the asymmetric Schiff base ligand.In conclusion, two kinds of ligand and their coordinated compounds were synthesis and characterized.β-diketiminato complex was formed by the reaction ofβ-diker iminato ligands, which was synthesized by 2, 6-dimethylbenzenamine, and cyclopenta- dienyliron dicarbonyl chloride. A series of coordinated compounds were formed by the reaction of asymmetric Schiff base with metal salts, such as Cu (Ⅱ), Zn (Ⅱ), Ni (Ⅱ), Co (Ⅱ). Their structures were characterized by element analyses and IR.
Keywords/Search Tags:β-Diketiminato ligand, Metal carbonyl complex, Ligand, Asymmetric schiff base
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