Main-chain NHC-palladium polymers based on adamantane: Synthesis and application in Suzuki–Miyaura reactions

• The adamantane-based bis-NHC-palladium polymer was synthesized.
• The polymer catalyst was employed to catalyze the Suzuki–Miyaura coupling reactions.
• The coupling products were obtained in moderate to excellent yields.
• Catalyst could be recycled for at least four times without loss of its activity.

An adamantane-based bis-NHC-palladium polymer was synthesized and characterized by FT-IR, solid state 13C NMR, element analysis, TGA, XRD, SEM, TEM and N2 sorption. And then it was employed as heterogeneous palladium catalyst in the Suzuki–Miyaura coupling reactions of aryl halides and benzoboric acids, giving the products in moderate to excellent yields. Compared with the homogeneous catalyst such as Pd(OAc)2, Pd(PPh3)4 and PdCl2(dppf), our prepared polymer catalyst showed more catalytic activity in the coupling reaction. Furthermore, the polymer catalyst can be readily recovered and reused for further transformations at least four cycles without observing significant decrease in catalytic activity.

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