Suzuki cross-coupling catalyzed by palladium (II) complexes bearing 1-aryl-3,4,5,6-tetrahydropyrimidine ligands

A novel highly efficient monodentate imine palladium catalyst system has been tested for Suzuki cross-coupling reaction. Under the standard conditions, a series of aryl halides, including phenyl iodide, aryl bromides and phenyl chloride, were coupled with phenylboronic or 1-naphthylboronic acid, producing the corresponding biaryls in good to excellent yields. High-resolution transmission electron microscopy (HR-TEM) study of the recycled catalyst showed the formation of palladium nano particles in the catalytic system.

Graphical abstractA novel highly efficient monodentate imine palladium catalyst has been tested for Suzuki cross-coupling reaction. Under the standard conditions, a series of aryl halides coupled with phenylboronic or 1-naphthylboronic acid efficiently. HR-TEM study of the recycled catalyst showed the formation of palladium nano particles in the catalytic system.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► An efficient imine palladium catalyst for Suzuki cross-coupling was presented. ► Standard conditions: t-BuOK as base, 1:1 mixture of DMF/H2O as solvent, 100 °C. ► It showed high activity for the cross-coupling of ArX (X = Cl, Br, I) with ArB(OH)2. ► HR-TEM showed the formation of palladium nano particles in the catalytic system.