Highly active thermomorphic fluorous palladacycle catalyst precursors for the Heck reaction; evidence for a palladium nanoparticle pathway. Academic Article uri icon

abstract

  • [reaction: see text] The fluorous Schiff base p-Rf8(CH2)3C6H4C(=N(CH2)3Rf8)(CH2)2Rf8 (Rf8 = n-C8F17) is prepared in six steps from p-iodobenzaldehyde and then cyclopalladated (Pd(OAc)2) to give highly effective catalyst precursors for Heck reactions, conducted under homogeneous conditions (DMF, 80-140 degrees C, turnover numbers >10(6)) in the absence of fluorous solvents. Rate, recycling, and other data suggest that the palladacycles serve as sources of palladium nanoparticles, which are the dominant active catalysts.

published proceedings

  • Org Lett

altmetric score

  • 3

author list (cited authors)

  • Rocaboy, C., & Gladysz, J. A.

citation count

  • 165

complete list of authors

  • Rocaboy, Christian||Gladysz, JA

publication date

  • June 2002