Highly efficient recyclable heterogeneous palladium catalyst for C–C coupling, amination and cyanation reactions

An inexpensive, air–moisture stable and reusable PS–Pd(II)–anthra complex was synthesized by reacting chloro-methylated polystyrene with anthranilic acid to get polymer anchored ligand which was then reacted with PdCl2 to get polymer anchored complex. This complex was characterized by different spectroscopic and elemental analyses. The activity of the Pd-complex as catalyst was tested for the Suzuki, Heck, Sonogashira cross-coupling and also for amination and cyanation reactions under various conditions. The catalyst exhibits high catalytic activities for the coupling of various aryl halides with organoboronic acid, alkene, alkyne and amine along with the cyanation of aryl halides providing excellent yields of desired product. Further, the catalyst can be easily recovered quantitatively by simple filtration and reused up to five times without sufficient loss of its catalytic activity.

Graphical abstractThe polymer anchored catalyst, PS–Pd(II)–anthra, has been prepared and exhibited high activities toward the coupling (C–C and C–N) and cyanation reaction. The catalyst can be reused up to five times, without significant loss of activity.Figure optionsDownload full-size imageDownload as PowerPoint slide