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A Palladium Nanoparticles Catalyst For The Suzuki Cross-coupling Reactions Of Aryl Halides And Potassium Aryltrifluoroborates

Posted on:2014-06-13Degree:MasterType:Thesis
Country:ChinaCandidate:Y ZhangFull Text:PDF
GTID:2371330491956320Subject:Chemical Engineering and Technology
Abstract/Summary:PDF Full Text Request
The biaryls have become extremely useful chemical intermediates in organic synthesis.They have been applied in a wide range of pharmaceuticals,herbicides,natural products,polymers,and liquid crystal materials.Thus,the synthesis and preparation of biaryls have been very significant.Moreover,the development of the new synthetic methods of biaryls is becoming increasingly important.The Suzuki cross-coupling reactions have evolved as a reliable method to synthesize biaryls.It was reported that in this paper the Suzuki cross-coupling reactions of potassium phenyltrifluoroborate with 4-iodomethoxybenzene were catalyzed by palladium nanoparticles which were prepared through one-pot three-component method.Then,a variety of aryl halides were examined for the cross-coupling reactions under optimized conditions.The reaction conditions were optimized focused on the Pd loading,solvent,solvent dose,base and amount of base.After all these extensive experiments were examined,it was discovered that when reactions were performed on a 0.2 mmol scale of 4-iodomethoxybenzene,the optimal conditions employed 0.05 mol%Pd and 1.1 equiv.of potassium phenyltrifluoroborate in 1.0 mL MeOH at 40 ? for 24 h which provided biphenyl in 84%isolated yield.It was shown that whatever the electronic and the steric nature of the cross-coupling partners,most of the reactions gave products in good to excellent yields.In this paper,the products were determined by TLC,IR,1H NMR.
Keywords/Search Tags:Suzuki, potassium aryltrifluoroborates, aryl halides, Pd nanoparticles
PDF Full Text Request
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