Topics in Catalysis

, Volume 57, Issue 10, pp 833–842

Sequential Ruthenium(II)-Acetate Catalyzed C–H Bond Diarylation in NMP or Water and Hydrosilylation of Imines

Authors

  • Bin Li
    • UMR 6226 CNRS-Université de Rennes 1 Institut des Sciences Chimiques de Rennes - Team, Organometallics: Materials and CatalysisCentre for Catalysis and Green Chemistry
  • Charles B. Bheeter
    • UMR 6226 CNRS-Université de Rennes 1 Institut des Sciences Chimiques de Rennes - Team, Organometallics: Materials and CatalysisCentre for Catalysis and Green Chemistry
    • UMR 6226 CNRS-Université de Rennes 1 Institut des Sciences Chimiques de Rennes - Team, Organometallics: Materials and CatalysisCentre for Catalysis and Green Chemistry
    • UMR 6226 CNRS-Université de Rennes 1 Institut des Sciences Chimiques de Rennes - Team, Organometallics: Materials and CatalysisCentre for Catalysis and Green Chemistry
ORIGINAL PAPER

DOI: 10.1007/s11244-014-0244-1

Cite this article as:
Li, B., Bheeter, C.B., Darcel, C. et al. Top Catal (2014) 57: 833. doi:10.1007/s11244-014-0244-1

Abstract

Ruthenium(II)-acetate catalysts are shown to promote sp2 C–H bond activation/diarylation of arylimines with aryl bromides selectively at ortho positions in both organic solvent (N-methylpyrrolidone, NMP) and in water. Water allows to produce a more active ruthenium catalyst for diarylation of ketimines. Furthermore, the diarylation of imines in water in basic media allows the access to diarylated aldehyde. Sequential catalytic C–H arylation/reduction using either a stoichiometric amount of NaBH3CN or via a ruthenium(II) catalytic hydrosilylation of the resulting imines offers a direct route to bulky secondary amines.

Keywords

Ruthenium(II) catalystsC–H bond activationC–H bond arylationHydrosilylationBulky aminesCatalysis in water

Copyright information

© Springer Science+Business Media New York 2014