A non-cross-linked soluble polystyrene-supported ruthenium catalyst for carbenoid transfer reactions

Chem Asian J. 2008 Sep 1;3(8-9):1256-65. doi: 10.1002/asia.200800144.

Abstract

Ruthenium nanoparticles supported on non-cross-linked soluble polystyrene were prepared by reacting [RuCl(2)(C(6)H(5)CO(2)Et)](2) with polystyrene in open air. They effectively catalyze intra- and intermolecular carbenoid insertion into C-H and N-H bonds, alkene cyclopropanation, and ammonium ylide/[2,3]-sigmatropic rearrangement reactions. This supported ruthenium catalyst is much more reactive than [RuCl(2)(p-cymene)](2) and [Ru(Por)CO] for catalytic intermolecular carbenoid C-H bond insertion into saturated alkanes. By using alpha-diazoacetamide as a substrate for intramolecular carbenoid C-H insertion, the supported ruthenium catalyst can be recovered and reused for ten successive iterations without significant loss of activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry
  • Catalysis
  • Cross-Linking Reagents / chemistry
  • Cyclopropanes / chemistry
  • Metal Nanoparticles / chemistry
  • Metal Nanoparticles / ultrastructure
  • Methane / analogs & derivatives*
  • Methane / chemistry
  • Microscopy, Electron, Transmission
  • Molecular Structure
  • Polystyrenes / chemistry*
  • Ruthenium / chemistry*
  • Solubility
  • Spectrum Analysis

Substances

  • Alkenes
  • Cross-Linking Reagents
  • Cyclopropanes
  • Polystyrenes
  • carbene
  • Ruthenium
  • cyclopropane
  • Methane