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8 - hydroxyquinoline quinoline manganese, molybdenum complex catalyzed cyclohexene oxidation of alcohols and indole

Author: YeZhengPei
Tutor: FuZaiHui
School: Hunan Normal University
Course: Industrial Catalysis
Keywords: 8 - hydroxyquinoline quinoline Manganese Molybdenum Cyclohexene Alcohol Indole Oxidation
CLC: O643.32
Type: Master's thesis
Year: 2009
Downloads: 91
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Abstract


The oxidation reaction is an important type of organic reactions, selective oxidation of the olefin and the alcohol products are important chemical intermediates. Topics, few reports in the literature of six teeth 8 - hydroxyquinoline manganese, molybdenum complex catalyzed cyclohexene, selective oxidation of alcohols and indole study achieved better catalytic results. (1) A series of six teeth 8 - hydroxyquinoline manganese complex and separately from the infrared, ultraviolet, thermal analysis, elemental analysis and the theoretical catalyst structure of the catalyst and other aspects of the detailed characterization results indicates that the complex has a rambling octahedral structure. Carried out with 5,7 - dichloro-8 - hydroxyquinoline manganese catalyst H 2 O 2 epoxidation of cyclohexene were investigated temperature, solvent ratio, additives, amount of catalyst, the amount of solvent and other factors on the yield of cyclohexene oxide, the results showed that the pH of the system, the yield on Epoxycyclohexane have a great impact, system PH 6-8 the best catalytic effect, more importantly four times the catalyst recycling significantly reduced catalytic activity is not found, indicating that the catalyst has good prospects for industrial applications. (2) The six teeth 8 - hydroxyquinoline manganese complexes catalyzed oxidation of alcohols various experiments show that the hexadentate complexes in various catalytic reaction of selective oxidation of alcohols than the manganese complexes of tetradentate, and traditional salen-Mn Ⅲ OAc has better catalytic activity, UV scanning results show that the improved catalytic activity of manganese complexes mainly due to the special six tooth structure under the action of hydrogen peroxide, which can be opened an axial Mn-O bond, forming a five-tooth more active complexes. Substituents on the ligands on the catalytic activity have a very significant impact, including 5 - chloro-7 - iodo-8 - hydroxyquinoline highest catalytic activity of manganese, combined with liquid UV and catalytic reaction results, proposed a possible catalytic mechanism . (3) study of 8 - hydroxyquinoline molybdenum catalyzed TBHP oxidation step synthesis of indole indigo synthesized by the reaction of 8 - hydroxyquinoline complexes of molybdenum by IR, UV, elemental analysis and other means were used to characterize its structure . Characterization results show that the molybdenum complexes containing both oxygen bridge also contain peroxy bridges bond, oxidation of the indole 3 position of hydrogen is first oxidized oxindole, we presumed the molybdenum complex peroxide in step acts as a reactive intermediate, then oxindole indigo dimerization to give the product, we step oxindole synthesis reaction conditions indigo system optimization. Under optimized conditions indigo up to 66% yield.

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CLC: > Mathematical sciences and chemical > Chemistry > Physical Chemistry ( theoretical chemistry ),chemical physics > Chemical kinetics,catalysis > Catalytic > Catalytic reaction
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