Factorial design evaluation of the Suzuki cross-coupling reaction using a magnetically recoverable palladium catalyst

• Published in: Tetrahedron letters 2017-03, Vol.58 (10), p.903-908
• Main Authors: Guerra, Raíza R.G., Martins, Felipe C.P., Lima, Carolina G.S., Gonçalves, Ricardo H., Leite, Edson R., Pereira-Filho, Edenir R., Schwab, Ricardo S.
• Format: Article
• Language: English
• Subjects: Factorial design; Heterogeneous catalysts; Magnetic nanoparticles; Suzuki cross-coupling
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2017.01.046

[Display omitted] •A magnetically recoverable Pd(II) catalyst was prepared and fully characterized.•The reaction conditions were optimized through a Factorial Design.•The products were obtained with yields ranging from 71 to 96%.•The catalyst was easily recovered and reused for three times. A magnetically recoverable catalyst [Fe3O4@SiO2-AEAPTMS-Pd(II)] was prepared, fully characterized and had its catalytic activity evaluated on the Suzuki cross-coupling reaction under microwave irradiation. The reaction conditions for the synthesis of biaryl compounds was optimized in two stages - an initial fractional design 24, in which the parameters reaction time, temperature, solvent and catalyst loading were evaluated, followed by a Doehlert design. The factorial design proved to be a viable approach for obtaining the optimal reaction conditions based on a relatively small number of experiments. Additionally, the biaryl derivatives synthesized by this method were obtained with good to excellent yields (71–96%) and the recovery and reuse of the palladium catalyst was also evaluated.