Low-Pressure Flow Chemistry of CuAAC Click Reaction Catalyzed by Nanoporous AuCu Membrane

ACS Appl Mater Interfaces. 2018 Aug 8;10(31):25930-25935. doi: 10.1021/acsami.8b06927. Epub 2018 Jul 27.

Abstract

Click chemistry has been widely used in bioconjugation, polymer synthesis, and the development of new anticancer drugs. Here, we report a nanoporous membrane made of AuCu alloy nanowires, which can effectively catalyze copper(I)-catalyzed 1,3-dipolar cycloaddition between azide and terminal alkyne (CuAAC) in flow condition with pressure less than one bar. Comparison studies of the nanowires before and after the reaction using X-ray photoelectron spectroscopy reveal Cu(0) and Cu(I) are main species that promote the reaction. This simple strategy can be used to synthesize a variety of compounds with triazole linkage and extended to gram level chemical production.

Keywords: CuAAC; catalyst; click chemistry; membrane; nanowire.

MeSH terms

  • Alkynes
  • Azides
  • Catalysis
  • Click Chemistry
  • Copper
  • Cycloaddition Reaction
  • Nanopores*
  • Pressure

Substances

  • Alkynes
  • Azides
  • Copper