Palladium-catalyzed Heck couplings utilizing [Pd{C 6 H 2 (CH 2 CH 2 NH 2 )-(OMe) 2 ,3,4} (µ-Br)] 2 palladacycle catalyst and microwave irradiation lead to formation of different coupling products. This complex is an active and efficient catalyst for the Heck reaction of aryl iodides, bromides and even less reactive chlorides. The cross-coupled products were produced in excellent yields. The reaction time was reduced from hours to minutes and full conversion was achieved under microwave irradiation.
Complex (S,S)-[Pd{C(6)H(4)(CH(2)CHNH(2)CO(2)CH(2)CH(3))}(mu-Br)](2) (3) was prepared following the method by Vicente and Saura-Llamas (Organometallics 26:2768-2776, 2007), by the reaction of L: -ethylphenylalanate and Pd(OAc)(2) in 1:1 molar ratio under acetonitrile heating conditions and subsequently treating with NaBr. In addition, the cleavage of halogeno-bridge of the complex 3 via nucleophilic attack of some neutral ligands such as triphenylphosphine, pyridine, 2,4,6-trimethylpyridine and piperidine were investigated and the corresponding complexes (S)-[Pd{C(6)H(4)(CH(2)CHNH(2)CO(2)CH(2)CH(3))(Y)(Br)}] (4a-f) were obtained in moderate yields. The six-member orthopalladated complexes were characterized by (1)H-NMR, (31)P-NMR, FT-IR and elemental analysis techniques.
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