Preparation of metal-immobilized methacrylate-based monolithic columns for flow-through cross-coupling reactions

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Akhmad Sabarudin, Shin Shu, Kazuhiro Yamamoto, Tomonari Umemura

2021 Molecules Vol. 26 Issue 23 Article Cited by 5 SDG 17SDG 12 Quartile

Abstract

With the aim of developing efficient flow-through microreactors for high-throughput organic synthesis, in this work, microreactors were fabricated by chemically immobilizing palladium-, nickel-, iron-, and copper-based catalysts onto ligand-modified poly(glycidyl methacrylate-co-ethylene dimethacrylate) [poly(GMA-co-EDMA)] monoliths, which were prepared inside a silicosteel tubing (10 cm long with an inner diameter of 1.0 mm) and modified with several ligands including 5-amino-1,10-phenanthroline (APHEN), iminodiacetic acid (IDA), and iminodimethyl phosphonic acid (IDP). The performance of the resulting microreactors in Suzuki−Miyaura cross-coupling reactions was evaluated, finding that the poly(GMA-co-EDMA) monolith chemically modified with 5-amino-1,10-phenanthroline as a binding site for the palladium catalyst provided an excellent flow-through performance, enabling highly efficient and rapid reactions with high product yields. Moreover, this monolithic microreactor maintained its good activity and efficiency during prolonged use. © 2021 by the authors. Licensee MDPI, Basel, Switzerland.

Affiliations

Department of Chemistry, Faculty of Science, Brawijaya University, Jl Veteran, Malang, 65145, Indonesia; Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, 464-8603, Japan; School of Life Sciences, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, 192-0392, Japan

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