The Synthesis and Utility of Metal-Nitrosophenolato Compounds-Highlighting the Baudisch Reaction

Molecules. 2019 Nov 6;24(22):4018. doi: 10.3390/molecules24224018.

Abstract

The syntheses of the title compounds demonstrate a privileged introduction of a nitroso (and a hydroxyl via the Baudisch reaction) group to an aromatic ring. These complexes first appeared in the literature as early as 1939, and a range of applications has subsequently been published. However, optimisations of the preparative sequences were not considered, and as such, the reactions have seldom been utilised in recent years; indeed, there remains confusion in the literature as to how such complexes form. In this review, we aim to demystify the misunderstanding surrounding these remarkable complexes and consider their renewed application in the 21st century.

Keywords: Baudisch reaction; C-nitrosation; Copper complexes; ortho-nitrosophenols.

Publication types

  • Review

MeSH terms

  • Chemistry Techniques, Synthetic*
  • Coordination Complexes / chemical synthesis
  • Coordination Complexes / chemistry*
  • Molecular Structure
  • Nitroso Compounds / chemical synthesis
  • Nitroso Compounds / chemistry*

Substances

  • Coordination Complexes
  • Nitroso Compounds