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Research On Group IB Metals And Their Nanoparticles Catalyzed Acylation And Hydroamination Of Alkynes

Posted on:2013-01-27Degree:MasterType:Thesis
Country:ChinaCandidate:W J SunFull Text:PDF
GTID:2231330362471044Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Our research mainly focused on the formation of cabon-carbon bond and carbon-hetero bond whichwas catalyzed by transition metals of group IB and their nanoparticles. The acylation of alkynes is atypical cross-coupling reaction of the sp carbon and sp2carbon. We used copper nanoparicles ascatalysts in the acylation of alkynes instead of palladium for the first time to get a good result. Ynones,the acylation products, were obtained in high yield at almost room temperature under a palladium-,ligand-and solvent-free condition. The reaction had a good substrate scope, not only for aromaticalkynes, but for aliphatic alkynes which used to be inactive in literature as well. Neither the electronicproperties nor the steric hindrance of substrates had a strong influence on the reaction. The supportednanocatalysts could be easily prepared by liquid-phase reduction and could also be easily separated byfiltration and centrifugation. The catalyst could be reused for several times without significant loss ofactivity, so it was an unexpensive, efficient and green system.The hydroamination of alkynes is a typical reaction of carbon-nitrogen bond formation. We choseAuClP(CH33as catalyst to achieve the intermolecular hydroamination in mixed solvent of tolueneand water. The anti-Markovnikov products were obtained with good atom economy, yield andselectivity.
Keywords/Search Tags:transition metal of group IB, nanoparticles, catalyze, atom economy, green chemistry, acylation, hydroamination
PDF Full Text Request
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