Suzuki-Miyaura Reactions Catalyzed by Porphyrins Palladium Complexes

Palladium-catalyzed Suzuki-Miyaura coupling reaction is one of the most important methods to create C-C bond.However,the use of organic phosphine ligand,which is mostly toxic and unstable in air,limits the application of the reaction.Therefore,the development of the phosphine-free palladium-catalyzed Suzuki-Miyaura reaction is of great value both in academic and industrial application.In this paper,three porphyrins palladium complexes were prepared and structurally characterized by 1H NMR and IR.Meso-tetra(4-methoxy-phenyl) porphyrin palladium(Complex 3) was proved to exhibit high catalytic activity toward Suzuki-Miyaura reaction between aryl bromides and arylboronic acids in toluene with 0.1 %mol catalyst loading.The yield was 32%～99%,TON was up to 6.1×104,and the palladium black was not observed.