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Directed synthesis of functionally substituted 1,2-azoles - new ligands for metal catalysts

In 2010, studies were initiated to develop a 1.2-azole ligands for palladium complexes and the creation of high-performance catalysts for cross-coupling reactions.
Palladium dichloride complex with 3-amino-5-(p-tolyl) isoxazole, whose structure has been determined with using X-ray diffraction, was synthesized.It was found out that in the coordinational sphere there are two isoxazole ligands located in the transconfiguration, and the coordination with the metal happens at the expense of the nitrogen atoms of the heterocycle.


Several of the synthesized complexes showed high catalytic activity in cross-coupling reactions in aqueous media:TON - up to 1000000, TOF - up to 12000000 h-1.
With the usage of the obtained metal-complex catalysts, examples of directed synthesis of useful products have been implemented, including the substance of the NSAID Diflunisal.


The main publication:V.I. Potkin, N.A. Bumagin, S.K. Petkevich, A.S. Lyakhov, D.A. Rudakov, M.V. Livantsov, N.E. Golantsov “5-(p-Tolyl)isoxazol-3-amine palladium (II) complex: preparation, structure and catalytic application in Suzuki-Miyaura reaction in water” // Synthesis. 2012. Vol. 44. N 1. P. 151-157.
The researches are being conducted in cooperation with the relevant Russian scientific team - a group of metal complex catalysis of Department of Chemistry of MSU.                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                    

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