Naphthalene-Based Polymers as Catalytic Supports for Suzuki Cross-Coupling

Molecules. 2023 Jun 23;28(13):4938. doi: 10.3390/molecules28134938.

Abstract

In this work, for the first time, naphthalene (NA)-based polymers were synthesized by one-stage Friedel-Crafts crosslinking. The influence of NA functionalization by -OH, -SO3H, and -NO2 groups on the polymers' porosity and distribution of the catalytically active phase (Pd) was studied. Synthesized catalytic systems containing 1 wt.% of Pd either in the form of Pd(II) species or Pd(0) nanoparticles supported on NA-based polymers were tested in a model reaction of Suzuki cross-coupling between 4-bromoanisole and phenylboronic acid under mild reaction conditions (60 °C, ethanol-water mixture as a solvent). These novel catalysts demonstrated high efficiency with more than 95% of 4-bromoanisole conversion and high selectivity (>97%) for the target 4-methoxybiphenyl.

Keywords: Friedel–Crafts crosslinking; Suzuki cross-coupling; naphthalene; nitration; palladium; sulfonation.

MeSH terms

  • Catalysis
  • Naphthalenes
  • Palladium*
  • Polymers*
  • Solvents
  • Water

Substances

  • Polymers
  • Palladium
  • Solvents
  • Water
  • naphthalene
  • Naphthalenes