Synthesis, spectral characterization, electrochemical studies and catalytic properties in Suzuki-Miyaura coupling reactions of the mononuclear Pd(II), trinuclear Pd(II)(BPh(2))(2) and Ru(II)-Pd(II)-Ru(II) type complexes containing 4-amino-1-benzyl piperidine and phenyl groups

Kilic A., Yılmaz İ., Ulusoy M., Tas E.

APPLIED ORGANOMETALLIC CHEMISTRY, vol.22, no.9, pp.494-502, 2008 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 22 Issue: 9
  • Publication Date: 2008
  • Doi Number: 10.1002/aoc.1430
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.494-502
  • Keywords: Ru(II) metal complexes, synthesis, spectroscopy, electrochemistry, catalytic activity, cross-coupling, Suzuki-Miyaura reactions, TRANSITION-METAL-COMPLEXES, VIC-DIOXIMES LIGANDS, ARYL CHLORIDES, HECK REACTION, RUTHENIUM(II) COMPLEXES, ELECTRON-TRANSFER, REDOX PROPERTIES, SCHIFF-BASES, CO-LIGAND, CHEMISTRY
  • Istanbul Technical University Affiliated: Yes


The ligand containing the 4-amino-1-benzyl piperidine group, N,N'-(4-amino-1-benzyl piperidine)-glyoxime, (LH(2)) (1) was prepared from 4-amino-1-benzyl piperidine with anti-dichloroglyoxime at -15 degrees C in absolute Tetrahydrofuran (THF). In the ltrinuclear [Pd(L)(2)Ru(2)(phen)(4)](ClO(4))(2) (4) and [Pd(L)(2)Ru(2)(bpy)(4)](ClO(4))(2) (5) metal complexes, the Pd(II) ion centered into the main oxime core by the coordination of the imino groups while the two Ru(II) ions coordinated dianionic oxygen donors of the oxime groups and linked to the ligands of 1,10-phenanthroline and 2,2'-bipyridine. The mono and trinuclear metal complexes were characterized by elemental analyses, FT-IR, UV-vis, (1)H and (13)C-NMR spectra, magnetic susceptibility measurements, molar conductivity, cyclic voltammetry, mass spectra, X-ray powder techniques and their morphology by SEM measurements. The cyclic voltammetric results show that the cathodic peak (E(pc)) potential of (3) shifts towards more positive values compared with that of (2) as a result of the BPh(2)(+)-bridged complex formation. The Suzuki-Miyaura reaction was used to investigate their activity as catalyst either prepared in-situ or from well-defined complexes. Copyright (C) 2008 John Wiley & Sons, Ltd.