Palladium catalyzed heck arylation of 2,3-dihydrofuran-effect of the palladium precursor

Molecules. 2014 Jun 19;19(6):8402-13. doi: 10.3390/molecules19068402.

Abstract

Heck arylation of 2,3-dihydrofuran with iodobenzene was carried out in systems consisting of different palladium precursors (Pd2(dba)3, Pd(acac)2, PdCl2(cod), [PdCl(allyl)]2, PdCl2(PhCN)2, PdCl2(PPh3)2) and ionic liquids (CILs) with L-prolinate or L-lactate anions. All the tested CILs caused remarkable increases of the conversion values and in all of the reactions 2-phenyl-2,3-dihydrofuran (3) was obtained as the main product with a yield of up to 59.2%. The highest conversions of iodobenzene were achieved for the [PdCl(allyl)]2 precursor. Formation of Pd(0) nanoparticles, representing the resting state of the catalyst, was evidenced by TEM.

Publication types

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

MeSH terms

  • Furans / chemistry*
  • Ionic Liquids / chemistry
  • Molecular Structure
  • Nanoparticles / chemistry
  • Nanoparticles / ultrastructure
  • Organometallic Compounds / chemistry
  • Palladium / chemistry*

Substances

  • Furans
  • Ionic Liquids
  • Organometallic Compounds
  • 2,3-dihydrofuran
  • Palladium
  • palladium chloride