Flow coupling reaction system using solid catalysts

May 22, 2023

Efficient Suzuki-Miyaura Cross-Coupling Reaction

A joint research team from RIKEN CSRS and Teikyo University of Science has developed an efficient flow reaction system for the Suzuki-Miyaura cross-coupling reaction using stabilized catalysts filled with a novel polymeric palladium catalyst in flow column cartridges.

The conventional practical flow Suzuki-Miyaura cross-coupling reaction system for the laboratory and industrial scales has been facing problems such as catalyst deactivation and column clogging.

In this study, the team developed a new insoluble and highly active polymeric palladium catalyst using the molecular convolution methodology, an original method to prepare polymer metal catalyst, as well as a polymer auxiliary resin as a flow column packing agent. When a mixture of polymeric palladium catalyst, polymeric auxiliary resin, and sea sand was packed into a flow column cartridge and the reaction mixture was flowed to cause the Suzuki-Miyaura cross-coupling reaction, the corresponding product was stably obtained with high yields even after prolonged operation. The team also confirmed that this flow reaction system can be applied to pharmaceutical synthesis as the reaction progresses even when only water (without an organic solvent) is used as a solvent.

The results of this study are expected to be applied to flow-based organic synthesis processes for the synthesis of pharmaceuticals and functional molecules.

Original article
Chemistry A European Journal doi:10.1002/chem.202300494
Z. Zhang, A. Ohno, H. Takaya, Y. M. A. Yamada,
"Continuous-flow Suzuki-Miyaura coupling in water and organic solvents promoted by blends of stabilized convoluted polymeric palladium catalysts and polymeric auxiliary materials".
Yoichi Yamada
Team Leader
Green Nanocatalysis Research Team