Development of macroporous polymer monolith immobilizing l-proline-based organocatalyst and application to flow asymmetric aldol addition reaction

Haruka Hattori, Hikaru Matsumoto, Yu Hoshino, Yoshiko Miura

Research output: Contribution to journalArticlepeer-review

Abstract

Flow process has attracted attention in the field of fine chemical synthesis. The well-designed immobilized catalyst is powerful tool to realize practical and efficient flow process. A macroporous monolith is a self-standing material with three-dimensional through-pores which ensures large surface area and high permeability. In this study, polyacrylamide-based macroporous monolith containingL-proline was developed and the porous properties of the monolith was evaluated. The internal structure of monolith was controlled by alcohol (ethanol, 1-butanol, 1-octanol, 1-dodecanol) used as porogen. In addition, the monolith was applied to asymmetric aldol addition reaction in flow system and achieved enantioselectivity of 61‒74% ee at residence time of 12 h. This is the first example that achieved flow asymmetric synthesis using porous polymer monolith withL-proline.

Original languageEnglish
Pages (from-to)77-83
Number of pages7
Journalkagaku kogaku ronbunshu
Volume46
Issue number3
DOIs
Publication statusPublished - 2020

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)

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