Synthesis, characterization, electrochemical behaviors and applications in the Suzuki-Miyaura cross-coupling reactions of N2S2O2 thio Schiff base ligand and its Cu(II), Co(III), Ni(II), Pd(II) complexes and their usage in the fabrication of organic-inorganic hybrid devices


Temel H., Pasa S., Ocak Y. S. , Yılmaz İ., Demir S., ÖZDEMİR İ.

SYNTHETIC METALS, vol.161, pp.2765-2775, 2012 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 161
  • Publication Date: 2012
  • Doi Number: 10.1016/j.synthmet.2011.10.018
  • Journal Name: SYNTHETIC METALS
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.2765-2775
  • Keywords: 2-Amino Thiophenol, Suzuki coupling, Cyclic voltammetry, Organic-inorganic heterojunction, TRANSITION-METAL-COMPLEXES, CAPACITANCE-VOLTAGE CHARACTERISTICS, SPECTROSCOPIC CHARACTERIZATION, COPPER(II) COMPLEXES, NICKEL(II) COMPLEXES, ANTIFUNGAL ACTIVITY, COBALT(II), MICROWAVE, DIOXYGEN, MACROCYCLES

Abstract

The thio Schiff base ligand N,N'-bis(o-hydroxy-1-naphtaldehydene)-1,2-bis(o-amino phenilthio)ethane (L) was synthesized by the condensation of o-hydroxy-1-naphthaldehyde and 1,2-bis(2-amino thiophenol)ethane. The reactions of the ligand with different transition metal(II) salts under reflux system condition afforded a series of metal complexes such as Cu(II), Co(III), Ni(II) and Pd(II). Ligand and its complexes were characterized by a combination of elemental analysis, UV-vis spectroscopy, FT-IR, H-1 NMR, MS and TGA/DTA. The electrochemical properties of L and [Cu(L)] were investigated using cyclic voltammetry (CV) in the solutions of dimethyl sulfoxide (DMSO). The catalytic property of thio Schiff base ligand with Suzuki cross-coupling reactions were also determined with different substituted aryl halides in the presence of aryl boronic acid and Pd(AcO)(2) as catalyst. In addition, the fabrication of organic-inorganic hybrid devices using L and its Co(III), Ni(II) and Pd(II) complexes and their electrical properties have been reported. (C) 2011 Elsevier B.V. All rights reserved.