Palladium-imidazolium carbene catalyzed Mizoroki-Heck coupling with aryl diazonium ions

Org Lett. 2002 Jun 13;4(12):2079-82. doi: 10.1021/ol025961s.

Abstract

[reaction: see text] Catalyst formed from N,N-bis(2,6-diisopropylphenyl)dihydroimidazolium chloride and palladium(II) acetate (2 mol %) was used, without added base, to efficiently produce Heck coupled products with olefins and aryl diazonium tetrafluoroborate substrates. The reactions were performed at room temperature, giving product in 2-4 h with 80-90% yields for isolated materials. Diazonium ions, formed in situ directly from anilines, also couple under these conditions.

Publication types

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

MeSH terms

  • Catalysis
  • Diazonium Compounds / chemistry*
  • Imidazoles / chemistry*
  • Ions
  • Palladium / chemistry*

Substances

  • Diazonium Compounds
  • Imidazoles
  • Ions
  • Palladium