Facile C-S coupling reaction of aryl iodide and thiophenol catalyzed by Cu-grafted furfural functionalized mesoporous organosilica

Dalton Trans. 2011 May 21;40(19):5228-35. doi: 10.1039/c0dt01771j. Epub 2011 Apr 4.

Abstract

A new functionalized mesoporous organosilica has been designed via Schiff-base condensation of furfural and 3-aminopropyltriethoxy-silane (APTES) followed by its hydrothermal co-condensation with tetraethylorthosilicate (TEOS) in the presence of a cationic surfactant CTAB. Subsequent reaction of this mesoporous organosilica with Cu(OAc)(2) in absolute ethanol leads to the formation of a new Cu(II)-grafted mesoporous organosilica catalyst 1. Powder XRD, HR TEM, FE SEM, N(2) sorption and FT IR spectroscopic tools are used to characterize the materials. This Cu-anchored mesoporous material acts as an efficient, reusable catalyst in the aryl-sulfur coupling reaction between aryl iodide and thiophenol for the synthesis of value added diarylsulfides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Copper
  • Furaldehyde
  • Hydrocarbons, Aromatic / chemical synthesis*
  • Hydrocarbons, Iodinated / chemistry
  • Organosilicon Compounds / analysis*
  • Organosilicon Compounds / chemistry*
  • Phenols / chemistry
  • Porosity
  • Sulfhydryl Compounds / chemistry
  • Sulfides / chemical synthesis*

Substances

  • Hydrocarbons, Aromatic
  • Hydrocarbons, Iodinated
  • Organosilicon Compounds
  • Phenols
  • Sulfhydryl Compounds
  • Sulfides
  • Copper
  • thiophenol
  • Furaldehyde