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Microwave-assisted Stille and Hiyama cross-coupling reactions catalyzed by ortho-palladated complexes of homoveratrylamine
Authors:Abdol Reza Hajipour  Fatemeh Rafiee
Affiliation:a Pharmaceutical Research Laboratory, Department of Chemistry, Isfahan University of Technology, Isfahan 84156, Iran
b Department of Neuroscience, University of Wisconsin, Medical School, 1300 University Avenue, Madison, 53706-1532 WI, USA
Abstract:The activity of dimeric [Pd{C6H2(CH2CH2NH2)-(OMe)2-3,4}(μ-Br)]2 and monomeric [Pd{C6H2(CH2CH2NH2)-(OMe)2-3,4}Br(PPh3)] complexes as efficient, air, and moisture tolerant catalysts was investigated in Stille and Hiyama cross-coupling reactions of various aryl halides. Substituted biaryls were produced in excellent yields in short reaction times using these complexes. The monomeric complex had been demonstrated to be more active than the corresponding dimeric catalyst for the cross-coupling of some of aryl bromides and unreactive aryl chlorides. The combination of homogenous metal catalyst, microwave irradiation, and microwave-active polar solvents gave high yields of products in short reaction times.
Keywords:ortho-Palladated complex   Suzuki reaction   Biaryls   Arylboronic acids
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