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Synthesis Of MCM-41-supported Palladium And Ruthenium Complexes And Their Applications In Carbon-carbon Bond Formation Reactions

Posted on:2014-06-04Degree:MasterType:Thesis
Country:ChinaCandidate:J T AiFull Text:PDF
GTID:2251330401987687Subject:Organic Chemistry
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This dissertation consists of three parts:Part one: MCM-41-Supported bidentate phosphine palladium(0) complex[MCM-41-2P-Pd(0)] was prepared from γ-aminopropyltriethoxysilane via immob-ilization on MCM-41, followed by reaction with diphenylphosphinomethanol an-d PdCl2, and then the reduction with hydrazine hydrate. We investigated its ca-talytic properties in the Cadiot-Chodkiewicz coupling reaction of alkynyl bromi-des with terminal alkynes. The results showed that this heterogeneous palladiu-m catalyst exhibits high catalytic activity and can be recovered by a simple fi-ltration and reused for three times without loss of activity.Part two: MCM-41-Supported tridentate nitrogen, nitrogen and sulfur pall-adium(II) complex [MCM-41-N, N, S-Pd(II)] was prepared from3-(2-aminoeth-ylamino)propyltrimethoxysilane via immobilization on MCM-41, followed by re-acting with thiophene-2-carboxaldehyde and PdCl2. It was found that this heter-ogeneous palladium complex is an efficient catalyst for the Suzuki coupling re-action of aryl bromides with arylboronic acids under air and can be recoveredby a simple filtration and recycled for three times without loss of activity.Part three: MCM-41-Supported bidentate nitrogen ruthenium complex (MCM-41-2N-RuCl3) was conveniently prepared from3-(2-aminoethylamino)propyltr-imethoxysilane via immobilization on MCM-41, followed by reacting withRuCl3in acetone. We investigated its catalytic properties in the oxidative cyan-olation of tertiary amines with NaCN. The results showed that this heterogene-ous ruthenium catalyst exhibits high catalytic activity and can be recovered bya simple filtration and reused for three times without loss of activity.
Keywords/Search Tags:MCM-41, supported catalyst, bidentate nitrogen, sulfur palladiumcomplex, bidentate nitrogen ruthenium complex, Cadiot–Chodkiewicz couplingreaction, Suzuki coupling reaction, alkynyl bromation, tertiary amine
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