Photo-assisted cyanation of transition metal nitrates coupled with room temperature C-C bond cleavage of acetonitrile

Chem Commun (Camb). 2013 Mar 7;49(19):1906-8. doi: 10.1039/c2cc37277k. Epub 2013 Jan 3.

Abstract

It is a challenge to use acetonitrile as a cyanating agent because of the difficulty in cleaving its C-CN bond. Herein, we report a mild photo-assisted route to conduct the cyanation of transition metal nitrates using acetonitrile as the cyanating agent coupled with room-temperature C-C bond cleavage. DFT calculations and experimental observations suggest a radical-involved reaction mechanism, which excludes toxicity from free cyanide ions.

MeSH terms

  • Acetonitriles / chemistry*
  • Carbon / chemistry*
  • Metals / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Nitrates / chemistry*
  • Photochemical Processes*
  • Temperature*

Substances

  • Acetonitriles
  • Metals
  • Nitrates
  • Carbon
  • acetonitrile