Design of a highly efficient and water-tolerant sulfonic acid nanoreactor based on tunable ordered porous silica for the von Pechmann reaction

Org Lett. 2008 Sep 18;10(18):3989-92. doi: 10.1021/ol8013107. Epub 2008 Aug 15.

Abstract

Among a number of different sulfonic acid nanoreactors prepared, 5 having both acidic sites and phenyl groups located inside the mesochannels of SBA-15 was shown to be the most active and reusable catalyst in the von Pechmann reaction. The mesochannels, and covalently anchored organic groups, provide a synergistic means of an efficient approach of the reactants to acidic sites, enough space for the subsequent cyclization, and suitable hydrophobicity to drive out the water byproduct.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Nanostructures / chemistry*
  • Porosity
  • Silicon Dioxide / chemistry*
  • Sulfonic Acids / chemistry*
  • Water / chemistry*

Substances

  • Sulfonic Acids
  • Water
  • Silicon Dioxide