SPIONs-bis(NHC)-palladium(II): A novel, powerful and efficient catalyst for Mizoroki–Heck and Suzuki–Miyaura C–C coupling reactions

• A novel, stable and powerful nano Pd-NHC complex was synthesized.
• We examined Mizoroki–Heck and Suzuki–Miyaura cross coupling reactions with extremely low palladium loading.
• These cross coupled products were produced in excellent yields under conventional heating and microwave irradiation.
• The nano-Pd-NHC catalyst shows high turnover frequencies.
• The catalyst was recovered by external magnetic field and was reused for seven reaction cycles.

A novel, stable and powerful nano Pd-NHC complex utilizing N-methylimidazole bounded to 1,3,5-triazine-tethered SPIONs (superparamagnetic iron oxide nanoparticles) as a bidentate NHC ligand is reported. This well-defined complex was used as an efficient (NHC)-based catalyst for Mizoroki–Heck and Suzuki–Miyaura cross coupling reactions. These cross coupled products were produced in excellent yields under conventional heating or microwave irradiation at extremely low palladium loading (∼0.002 mol%) with perfect high turnover frequencies (TOFs) (103–106 h−1). Moreover, the catalyst could be quickly and completely recovered by external magnetic field and be reused for seven reaction cycles without any change in catalytic activity.

SPIONs-bis(NHC)-palladium(II): A novel, powerful and efficient catalyst for Mizoroki–Heck and Suzuki–Miyaura C–C coupling reactions.Figure optionsDownload high-quality image (130 K)Download as PowerPoint slide