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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
Author(s) -
Kilic Ahmet,
Yilmaz Ismail,
Ulusoy Mahmut,
Tas Esref
Publication year - 2008
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1430
Subject(s) - chemistry , piperidine , cyclic voltammetry , catalysis , molar conductivity , electrochemistry , medicinal chemistry , ligand (biochemistry) , oxime , metal , stereochemistry , crystallography , organic chemistry , biochemistry , receptor , electrode
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 °C in absolute Tetrahydrofuran (THF). In the trinuclear [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 © 2008 John Wiley & Sons, Ltd.