Formation of superoxide anion on aerial oxidation of Cu(II)-porphyrinogen in the synthesis of tetrakis(cyclohexyl)porphyrinogenCu(III) anion

Inorg Chem. 2008 Jun 16;47(12):5036-8. doi: 10.1021/ic800282j. Epub 2008 May 1.

Abstract

Tetraethylammonium-tetrakis(cyclohexyl)porphyrinogenCu(II) (1) is spontaneously oxidized by aerial oxygen to the corresponding Cu(III) (2) species, producing 1 equiv of O2(-). Steric crowding of the peripheral hydrogens in 1 prevented any direct Cu-O2 bond formation in the oxidation process, which suggests an outer-sphere electron transfer reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Copper / chemistry*
  • Models, Molecular
  • Molecular Structure
  • Oxidation-Reduction
  • Oxygen / chemistry*
  • Porphyrinogens / chemistry*
  • Superoxides / chemical synthesis
  • Superoxides / chemistry*

Substances

  • Porphyrinogens
  • Superoxides
  • Copper
  • Oxygen