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

Author(s)

Guerra, Raiza R. G. ; Martins, Felipe C. P. ; Lima, Carolina G. S. ; Goncalves, Ricardo H. ; Leite, Edson R. ; Pereira-Filho, Edenir R. ; Schwab, Ricardo S.

• Document type: Journal article
• Source: Tetrahedron Letters; v. 58, n. 10, p. 903-908, MAR 8 2017.
• Web of Science Citations: 7

Abstract

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. (AU)

• FAPESP's process: 13/06558-3 - Asymmetric catalysis: preparation of chiral alcohols and their derivatives from highly functionalized organozinc reagents and application of new chiral ligands supported on magnetic nanoparticles
• Grantee: Ricardo Samuel Schwab
• Support Opportunities: Regular Research Grants
• FAPESP's process: 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock
• Grantee: Arlene Gonçalves Corrêa
• Support Opportunities: Research Grants - Research Centers in Engineering Program