Synthesis, characterization and catalytic activity in Suzuki-Miyaura coupling of palladacycle complexes with n-butyl-substituted N-heterocyclic carbene ligands

FIRINCI R., Gunay M. E., Gokce A. G.

APPLIED ORGANOMETALLIC CHEMISTRY, vol.32, no.3, 2018 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 32 Issue: 3
  • Publication Date: 2018
  • Doi Number: 10.1002/aoc.4109
  • Journal Name: APPLIED ORGANOMETALLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Keywords: N-heterocyclic carbene, palladacylic, Suzuki-Miyaura reaction, X-ray diffraction, ALKYL CHAIN-LENGTH, STRUCTURAL-CHARACTERIZATION, CRYSTAL-STRUCTURES, C-C, BEARING, IMIDAZOL-2-YLIDENES
  • Dokuz Eylül University Affiliated: Yes

Abstract

A series of monomeric palladacycle complexes bearing n-butyl-substituted N-heterocyclic carbenes, namely [Pd(NHC)X(dmba)] (dmba: dimethylbenzylamine and [Pd(NHC)X(ppy)]; NHC: 1-n-butyl-3-substituted benzylimidazol-2-ylidene; ppy: 2-phenylpyridine), were prepared either by transmetallation from the corresponding silver carbene complexes or by the reaction of the corresponding acetate-bridged palladacycle dimer with N-heterocyclic carbene ligands in high yields. The palladium(II) complexes were characterized using elemental analyses, APCI-MS, H-1 NMR and C-13 NMR spectroscopies. These complexes are efficient in the Suzuki-Miyaura coupling reaction between phenylboronic acid and aryl bromides.