Concerted Catalysis by Nanocellulose and Proline in Organocatalytic Michael Additions

Molecules. 2019 Mar 29;24(7):1231. doi: 10.3390/molecules24071231.

Abstract

Cellulose nanofibers (CNFs) have recently attracted much attention as catalysts in various reactions. Organocatalysts have emerged as sustainable alternatives to metal-based catalysts in green organic synthesis, with concerted systems containing CNFs that are expected to provide next-generation catalysis. Herein, for the first time, we report that a representative organocatalyst comprising an unexpected combination of 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO)-oxidized CNFs and proline shows significantly enhanced catalytic activity in an asymmetric Michael addition.

Keywords: Michael addition; TEMPO-oxidized cellulose nanofiber; nanocellulose; nitroalkene; organocatalysis; proline.

MeSH terms

  • Catalysis
  • Cellulose / chemistry*
  • Chemistry Techniques, Synthetic
  • Nanofibers / chemistry*
  • Proline / chemistry*
  • Spectrum Analysis

Substances

  • Cellulose
  • Proline