Stille coupling reactions catalysed by a polymer supported palladium complex

Esterification, transesterification and hydrogenation reactions of polyunsaturated compounds catalyzed by a recyclable polymer supported palladium catalyst

“…A C C E P T E D Pd-pol pre-catalyst was successfully employed in several palladium promoted reactions [26,27,28,29,30,31,32,33,34,35]. In all cases, the pristine Pd(II) supported complex was reduced in situ under reaction conditions to Pd(0), forming palladium nanoparticles (NPs) (the real active species) immobilized onto the insoluble support (Pd-pol, Scheme 1) and stabilized by the macroporous and reticulated polymer matrix [36].…”

Cross‐Coupling Reactions to sp Carbon Atoms

“…Correspondingly, heterogeneous modifications of the Stille reaction have been implemented to allow for recovery of the precious metal catalysts. One of the first attempts relied on a polymer-supported Pd catalyst comprising an ''acetylacetonate'' binding motif that enabled coupling of aryl iodides and bromides with organostannanes in good yields [249]. The supported catalyst was suggested to act as a reservoir delivering a catalytically active Pd species into solution.…”

Nanocatalysts for Hiyama, Stille, Kumada, and Negishi C–C Coupling Reactions

“…Another polymeric matrix to entrap Pd-NPs was designed by Dell'Anna et al, who used copolymerized Pd(AAEMA) 2 (AAEMA − is the deprotonated form of 2-(acetoacetoxy)ethyl methacrylate) with ethyl methacrylate and ethylene glycol dimethacrylate, and the palladated form of this polymer proved to be an efficient catalyst for Stille coupling. 135 The recyclability of the catalytic species was satisfactory when trimethyltin or tributylphenyltin was used with iodoarenes or activated bromoarenes; reactions of bromobenzene with tributylphenyltin gave fair yields of the coupling product only in the presence of additives such as TBABr or Ph 4 PCl, but the catalyst could not be recycled. The reactions could be performed under air.…”