The synthesis and electrochemical characterization of new metallophthalocyanines containing 4-aminoantipyrine moieties on peripherally positions


ERTEM B., Sarkı G., YALAZAN H., BIYIKLIOĞLU Z., KANTEKİN H.

INORGANICA CHIMICA ACTA, vol.462, pp.123-129, 2017 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 462
  • Publication Date: 2017
  • Doi Number: 10.1016/j.ica.2017.03.021
  • Journal Name: INORGANICA CHIMICA ACTA
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.123-129
  • Keywords: Synthesis, Electrochemical characterization, Phthalocyaninato cobalt(II), 4-Aminoantipyrine, p-Toluenesulfonyl chloride, WATER-SOLUBLE DERIVATIVES, METAL-FREE, SPECTROELECTROCHEMICAL CHARACTERIZATION, MANGANESE PHTHALOCYANINE, INDIUM PHTHALOCYANINES, ZN(II) PHTHALOCYANINES, SOLVOTHERMAL METHOD, THIN-FILMS, ANTIPYRINE, BEHAVIOR
  • Karadeniz Technical University Affiliated: Yes

Abstract

The electrochemical characterization and synthetic procedures of novel metallophthalocyanines (Co, Cu and Mn) 5, 6 and 7 fused eight N-(2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)-4-methyl-benzenesulfonamide groups connected to ethylmercapto arms on peripherally positions were reported in this work. The metal complexes 5, 6 and 7 were prepared by a tetramerization reaction of the phthalonitrile derivative 4 with corresponding metal salts and materials. The characterization of new products was made by a combination of elemental analysis, FT-IR, MALDI-TOF mass spectral data, UV-Vis, H-1 NMR and C-13 NMR. Electrochemical characterization of metallophthalocyanines was determined by using cyclic voltammetry (CV) and square wave voltammetry (SWV) techniques. Copper(II) phthalocyanine showed Pc based electron transfer processes because of redox inactive metal center. On the other hand, Mn-III and Co-II metal ions behave as redox active cations in the core of the phthalocyanines. Therefore, (MnClPc)-Cl-III and (CoPc)-Pc-II gave metal and ligand based reduction reactions as expected. (C) 2017 Elsevier B.V. All rights reserved.