Self-Sufficient Formaldehyde-to-Methanol Conversion by Organometallic Formaldehyde Dismutase Mimic

Chemistry. 2016 Aug 8;22(33):11568-73. doi: 10.1002/chem.201602679. Epub 2016 Jul 6.

Abstract

The catalytic networks of methylotrophic organisms, featuring redox enzymes for the activation of one-carbon moieties, can serve as great inspiration in the development of novel homogeneously catalyzed pathways for the interconversion of C1 molecules at ambient conditions. An imidazolium-tagged arene-ruthenium complex was identified as an effective functional mimic of the bacterial formaldehyde dismutase, which provides a new and highly selective route for the conversion of formaldehyde to methanol in absence of any external reducing agents. Moreover, secondary amines are reductively methylated by the organometallic dismutase mimic in a redox self-sufficient manner with formaldehyde acting both as carbon source and reducing agent.

Keywords: biocatalysis; ionic liquids; methanol; reductive methylation; ruthenium.

MeSH terms

  • Alcohol Oxidoreductases / chemistry*
  • Amines / chemistry*
  • Bacteria / chemistry*
  • Bacteria / metabolism
  • Catalysis
  • Coordination Complexes / chemistry*
  • Coordination Complexes / metabolism
  • Methanol / chemistry*
  • Oxidation-Reduction
  • Ruthenium / chemistry*
  • Ruthenium / metabolism

Substances

  • Amines
  • Coordination Complexes
  • Ruthenium
  • Alcohol Oxidoreductases
  • formaldehyde dismutase
  • Methanol