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Copper Catalyzed Reaction Of Arylhalid And Phenolic Compounds Ullmann C-O Coupling Reaction

Posted on:2014-03-27Degree:MasterType:Thesis
Country:ChinaCandidate:W J JiaFull Text:PDF
GTID:2181330431968146Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
The transition metal-catalyzed cross-coupling reaction to form sp2C-C or C-hetero atom bonds is one of the most important methods for modern organic synthesis. In comparison with Pd and Ni, Copper is a cheaper metal with lower-toxicity. So copper-catalyzed cross coupling, referring to Ullmann condensation, has received considerable attention in recent years.In this paper, the research advances on the reactions of copper catalyzed Ullmann C-O coupling reaction at domestic and abroad were summarized. Starting from commercially available materials, new ligands L were designed and synthesized. Optimum conditions were selected, and then many compounds were synthesized by with Phenols or2-Naphthol compounds. The obtained compounds were structurally characterized by means of1HNMR,13C NMR and MS.The results showed that L was an effective ligand for CuI-catalyzed coupling reactions. The reaction can be realized only by10%CuI. For the reaction of aromatic iodides and aromatic bromides, it can get high yields.Finally, we have formulated a possible mechanism for the copper-catalyzed coupling of aryl halides with various phenols that is based on the previously proposed mechanism.
Keywords/Search Tags:copper catalyzed, ligand, aryl halides, Ullmann reaction, C-O coupling reaction, phenols
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