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Containing ferrocenyl isoxazole ( morpholino ) Derivatives and catalytic properties of
Author: YuShuYan
Tutor: ShangYongJia
School: Anhui Normal University
Course: Organic Chemistry
Keywords: Isoxazole ( morpholino ) derivatives Ferrocene 1,3 - dipolar cycloaddition Ligand Catalytic
CLC: O627.8
Type: Master's thesis
Year: 2010
Downloads: 68
Quote: 1
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Abstract
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Isoxazole and isoxazoline compounds is an important five-membered heterocyclic compounds , because of its unique molecular structure and biological activity, so that they are in organic synthesis , drug development , catalysis and electrochemistry other fields have a very wide range of applications Therefore isoxazole and isoxazoline Derivatives methodological research and its performance study is currently the forefront of synthetic organic chemistry research areas . And since the discovery of ferrocene , due to their group has the aromatic redox activity, stability and low toxicity , so its derivatives are widely used in many fields . The ferrocenyl introduction of different molecules , its got a new or compounds with special properties , in recent years ferrocene chemistry research hotspot . In this thesis research group on the basis of past work , the first to use the classic 1,3 - dipolar cycloaddition reaction synthesized nine novel structure containing ferrocenyl isoxazole and isoxazoline compounds. Secondly studied the synthesis of ferrocene -containing isoxazole and isoxazoline compound as a catalyst ligands used in palladium-catalyzed Heck and Sonogashira coupling reactions catalytic performance . Specific work is as follows : ferrocene acetylene, ethylene and ferrocene α, β- unsaturated ferrocene derivatives as pro 1,3 - dipole, with substituted benzaldehyde, pyridine-2 - formaldehyde and 2 , 6 - pyridinedicarboxyaldehyde derived nitrile oxides [ 32 ] cycloaddition reaction synthesized nine new ferrocenyl -containing isoxazole ( morpholine ) derivatives , their structure by IR , NMR , MS and elemental analysis confirmed , 2 - ( 5 - ferrocene -3 - isoxazolinyl ) pyridine 7 and 1,3 - bis (5 - ferrocene -3 - isoxazolinyl ) benzene 8 the structure has been X- crystallography further confirmation. Second, focus on the 1,3 - bis (5 - ferrocene -3 - isoxazolinyl ) benzene 8 as a ligand for the Pd -catalyzed Heck and Sonogashira coupling reactions catalytic performance . Experimental results show that the 1,3 - bis ( 5 - ferrocenyl -3 - isoxazolinyl ) benzene 8 is a high activity , good stability catalyst ligands. For the ligand with other metal reagent Catalyzed Organic Reactions will continue in our group .
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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Elements in organic compounds > Ⅷ of group elements, organic compounds
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