Theoretical investigation of C--H hydroxylation by (N4Py)Fe(IV)=O(2+): an oxidant more powerful than P450?

J Am Chem Soc. 2005 Jun 8;127(22):8026-7. doi: 10.1021/ja0512428.

Abstract

DFT calculations of C-H hydroxylation by a synthetic nonheme oxoiron(IV) oxidant supported by a neutral pentadentate N5 ligand show that this reagent is intrinsically more reactive than compound I of P450. This nonheme iron oxidant is predicted to exhibit stereoselective reactions, strong solvent effect, and involve multistate reactivity with spin-state crossing.

Publication types

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

MeSH terms

  • Cytochrome P-450 Enzyme System / chemistry*
  • Hydroxylation
  • Iron Compounds / chemistry*
  • Models, Molecular
  • Oxidants / chemistry*
  • Oxides / chemistry*
  • Pyridines / chemistry*
  • Thermodynamics

Substances

  • Iron Compounds
  • N4Py compound
  • Oxidants
  • Oxides
  • Pyridines
  • Cytochrome P-450 Enzyme System