Cobalt dinitrosoalkane complexes in the C-H functionalization of olefins

J Am Chem Soc. 2008 Mar 26;130(12):3777-9. doi: 10.1021/ja800738d. Epub 2008 Mar 5.

Abstract

The use of cobalt dinitrosoalkane complexes in the C-H functionalization of alkenes has been demonstrated. Reaction of a series of alkenes with Me4CpCo(CO)2 in the presence of NO generates intermediate cobalt dinitrosoalkane complexes that can be deprotonated alpha to the nitrosyl group and added to various Michael acceptors. The resultant products can then undergo retrocycloaddition reactions in the presence of the original alkene to regenerate the starting cobalt dinitrosoalkane complex and release the functionalized alkene.

Publication types

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

MeSH terms

  • Alkanes / chemistry*
  • Alkenes / chemistry*
  • Cobalt / chemistry*
  • Molecular Conformation
  • Nitroso Compounds / chemistry*
  • Organometallic Compounds / chemical synthesis*
  • Organometallic Compounds / chemistry
  • Stereoisomerism

Substances

  • Alkanes
  • Alkenes
  • Nitroso Compounds
  • Organometallic Compounds
  • Cobalt