Synthesis and catalytic study in the Suzuki-Miyaura reaction of a family of palladium compounds

In 2010, A. Suzuki was awarded the Nobel Prize in Chemistry together with R. Heck and E. Negishi for their study of C−C cross-coupling reactions [1] which are of great relevance in organic synthesis [2] and thus, in industrial processes and in pharmaceuticals. Palladium based compounds appear to be outstanding catalysts in the C−C cross-coupling reactions [3], and although there are commercially available catalysts such as [Pd(PPh₃)₄] or [Pd(OAc)₂], they fail to comply with air and thermal stability, so by tuning the ligands this problem can be overcome.

Given our vast experience in the synthesis and characterization of this type of compounds [4] with thiosemicarbazones as ligands, and their use as catalysts in the Suzuki-Miyaura reaction [5] within this communication we present the synthesis, characterisation and applicability of a family of palladium compounds to the Suzuki-Miyaura reaction.

References

[1] http://www.nobelprize.org/nobel_prizes/chemistry/laureates/2010/

[2] J. Tsuji, Palladium Reagents and Catalysts: Innovations in Organic Synthesis, Wiley, New York, 1995

[3] I. P. Belestkaya, A. V. Cheprakov; J. Organomet. Chem. 2004, 689, 4055.

[4] B. Bermúdez Puente Compuestos Ciclometalados de Paladio y Platino. Reacciones de acoplamiento y catálisis. PhD Dissertation. Santiago de Compostela 2014.

 [5] N. Miyaura, K Yamada, A. Suzuki Tetrahedron, 1979, 36, 3437.