Selective heavy metal receptor functional phthalocyanines bearing thiophenes: Synthesis, characterization, spectroscopy and electrochemistry

Yarasir M. N., KANDAZ M., Senkal B. F., KOCA A., SALIH B.

DYES AND PIGMENTS, vol.77, no.1, pp.7-15, 2008 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 77 Issue: 1
  • Publication Date: 2008
  • Doi Number: 10.1016/j.dyepig.2007.02.009
  • Journal Name: DYES AND PIGMENTS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.7-15
  • Istanbul Technical University Affiliated: No

Abstract

Soft metal ion receptor 2,9,16,23-tetrakis-6-(-thiophene-2-carboxylate)-hexylthio-phthlocyaninato zinc(II) and cobalt(II) complexes derived from 6-(3,4-dicyanophenylthio) hexyl thiophene-2-carboxyl ate have been prepared as an isomeric mixture via cyclotetramerization reactions. The complexes have been fully characterized by elemental analysis, FTIR, H-1 and C-13 NMR, MS (ESI and MALDI-TOF) and by UV-vis spectral data. Soft metal ion binding ability of the complexes with Ag-I, Pd-II, Hg-II and Cd-II has been evaluated by UV-vis spectroscopic titration technique. Cyclic and differential pulse voltammetries show that while Zn(II)Pc gives up to two ligand-based reduction and one ligand-based oxidation processes having diffusion-controlled reversible electron transfer properties, Co(II)Pc represents one ligand-based and one metal-based oxidation and one metal-based and one ligand-based reduction processes having diffusion-controlled reversible electron transfer characters. Assignments of the redox couples of Co(II)Pc are confirmed by spectroelectrochemical measurements. (C) 2007 Elsevier Ltd. All rights reserved.