Development of a new ultraporous polymer as support in organic synthesis

Bioorg Med Chem Lett. 2002 Jul 22;12(14):1877-80. doi: 10.1016/s0960-894x(02)00263-9.

Abstract

This paper describes the preparation and post-functionalisation of a new polymeric support based on emulsion-derived foams and called polyHIPEs. The remaining pendant vinylic bonds are easily functionalised by a free radical mechanism. The large pores and channels of this material allow an easy access of the reagent in solution toward the grafted species. PolyHIPE-supported thiol, in the presence of an excess of triethylsilane, showed a good activity and selectivity toward reductive cyclisation of 6-bromohex-1-ene and 1-allyloxy-2-bromobenzene.

MeSH terms

  • Chemistry, Organic / methods*
  • Emulsions / chemical synthesis
  • Free Radicals / chemistry
  • Hydrocarbons, Brominated / chemistry
  • Hydrocarbons, Cyclic / chemical synthesis*
  • Microscopy, Electron, Scanning
  • Oxidation-Reduction
  • Polymers / chemistry*
  • Polystyrenes / chemistry
  • Porosity
  • Silanes / chemistry
  • Solubility
  • Sulfhydryl Compounds / chemistry
  • Vinyl Compounds / chemistry

Substances

  • Emulsions
  • Free Radicals
  • Hydrocarbons, Brominated
  • Hydrocarbons, Cyclic
  • Polymers
  • Polystyrenes
  • Silanes
  • Sulfhydryl Compounds
  • Vinyl Compounds