Application of Highly Efficient, Recyclable Organic–Inorganic Hybrid Material Immobilized Palladium Catalyst in Amine‐ and Phosphine‐Free Suzuki–Miyaura Reaction

Abstract

Palladium immobilized on organic–inorganic (silica‐gel) hybrid materials behaves as a very efficient heterogeneous catalyst in the Suzuki–Miyaura coupling reaction. Aryl iodides, bromides, and activated chlorides, coupled with organoboronic acids (Suzuki–Miyaura reaction), smoothly afford the corresponding cross‐coupling products in excellent yields under phosphine‐free and amine‐free reaction conditions in the presence of 3‐aminopropyl functionalized silica‐gel immobilized palladium (silica‐APTS‐Pd) as catalyst. Furthermore, the silica‐supported palladium catalyst could be recovered and recycled by simple filtration of the reaction solution. It could be reused for more than 15 consecutive trials without significant loss of its catalytic activity.

Keywords:

• Heterogeneous catalyst
• immobilization of palladium
• organic–inorganic hybrid material
• Suzuki–Miyaura reaction

Acknowledgments

We gratefully acknowledge financial support by the National Natural Science Foundation of China (Nos. 20572031, 20772043), the Excellent Scientist Foundation of Anhui Province, China (No. 04046080), the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry, China (No. 2002247), and the Key Project of Science and Technology of State Education Ministry, China (No. 0204069).