Arylchlorogermanes/TBAF/"moist" toluene: a promising combination for Pd-catalyzed Germyl-Stille cross-coupling

Org Lett. 2010 Feb 19;12(4):816-9. doi: 10.1021/ol9028918.

Abstract

The trichlorophenyl,- dichlorodiphenyl,- and chlorotriphenylgermanes undergo Pd-catalyzed cross-couplings with aryl bromides and iodides in the presence of TBAF in toluene with addition of the measured amount of water. One chloride ligand on the Ge center allows efficient activation by fluoride to promote transfer of one, two, or three phenyl groups from the organogermane precursors.

Publication types

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

MeSH terms

  • Catalysis
  • Combinatorial Chemistry Techniques*
  • Hydrocarbons, Halogenated / chemistry*
  • Molecular Structure
  • Palladium / chemistry*
  • Toluene / chemistry*

Substances

  • Hydrocarbons, Halogenated
  • Toluene
  • Palladium