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Study On The Coupling Reactions Of Organobismuths And Organoindiums With Organic Halides Catalyzed By MCM-41-immobiiized Bidentate Nitrogen Palladium(Ⅱ) Complex

Posted on:2014-04-12Degree:MasterType:Thesis
Country:ChinaCandidate:H Y LiuFull Text:PDF
GTID:2251330401487688Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
An MCM-41-supported bidentate nitrogen palladium(II) complex (MCM-41-2N-Pd(OAc)2)was prepared from3-(2-aminoethylamino)propyltrimethoxysilane via immobilization on MCM-41,followed by reacting with palladium acetate. In order to evaluate the catalytic activity ofMCM-41-2N-Pd(OAc)2, we studied the cross-coupling reactions of aryl bismuths wih aryl iodidesin the presence of MCM-41-2N-Pd(OAc)2under an atmospheric pressure of CO for the formationof diaryl ketones. The reactions proceeded very smoothly in the presence of a catalytic ofMCM-41-2N-Pd(OAc)2, giving the corresponding coupled products in good to high yields. Thisnovel supported palladium catalyst can be easily recovered by simple filtration and reused manytimes without significant loss of activity.Containing Schiff base and pyridine moeties MCM-41anchored palladium(II)complex [MCM-41-N,N-Pd(OAc)2] was conveniently synthesized from commerciallyavailable and cheap3-aminopropyltriethoxysilane via immobilization on MCM-41,followed by reacting with pyridine-2-caroxaldehyde and palladium acetate. We havefounded that the MCM-41-N,N-Pd(OAc)2exihibits high catalytic activity in thecoupling reactions of acyl chlorides with organoindums, aryl halides withorganoindiums and in the carbonylative coupling reaction of organoindiums with arylhalides under an atmospheric pressure of CO, giving the corresponding coupledproducts in good to high yields. This novel supported bidentate nitrogen palladiumcatalysts can be easily recovered by simple filtration and reused many times withoutsignificant loss of activity.
Keywords/Search Tags:MCM-41, supported palladium catalyst, cross-coupling, organobismuth, organoindium, heterogeneous catalysis
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