Olefin-dependent discrimination between two nonheme HO-FeV=O tautomeric species in catalytic H2O2 epoxidations

Chemistry. 2009;15(14):3359-62. doi: 10.1002/chem.200802597.

Abstract

Wet oxygenase models: Unprecedented high levels of water incorporation into products (up to 75%) is observed in epoxidation reactions with H(2)O(2) by a bioinspired nonheme iron catalyst. A surprising substrate-dependent incorporation of water is observed, and is proposed to arise from fast equilibrium between two high-valent HO-Fe(V)=O isomeric species exhibiting different reactivity.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkenes / chemistry*
  • Catalysis
  • Hydrogen Peroxide / chemistry*
  • Iron / chemistry*
  • Nonheme Iron Proteins / chemistry*
  • Organometallic Compounds / chemistry*
  • Water / chemistry

Substances

  • Alkenes
  • Nonheme Iron Proteins
  • Organometallic Compounds
  • Water
  • Hydrogen Peroxide
  • Iron