Water and alcohol-soluble octakis-metalloporphyrazines bearing sulfanyl polyetherol substituents: Synthesis, spectroscopy and electrochemistry

Kandaz M., Ozkaya A. R., Koca A., Salih B.

DYES AND PIGMENTS, vol.74, no.2, pp.483-489, 2007 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 74 Issue: 2
  • Publication Date: 2007
  • Doi Number: 10.1016/j.dyeing.2006.03.014
  • Journal Name: DYES AND PIGMENTS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.483-489
  • Keywords: water-soluble porphyrazine, zinc, cobalt and manganese, polyetherol, aggregates, metal sensor, electrochemistry, cyclic voltammetry, APPENDED PYRIDINE RINGS, METAL-COMPLEXES, PHTHALOCYANINES, PORPHYRAZINES, TETRA-2,3-PYRAZINOPORPHYRAZINES, MONOAZACROWN, REACTIVITY, BINDING, LIGAND, PD2+
  • Marmara University Affiliated: Yes

Abstract

Water-soluble metalloporphyrazines (2, 3, and 4) bearing peripherally functionalized bis[thioethoxy(ethoxy)ethanol] moieties have been prepared from the corresponding [2H]-2,3,7,8,12,13,17,18-octakis{2-[2-2-hydroxyethoxy)ethoxy]-ethylthio} porphyrazine and appropriate metal salts [Zn(acac)(2), CoCl2, MnCl2] in non-aqueous polar solvents such its, alcohol and THF. Multifunctional polyetherolsulfanyl peripheral sites, the exocyclic site of porphyrazines, serve as weak interacting ionophore in a number of metal ions, such as Ag-I and Pd-II. The reactivity of the peripheral groups of MPzs was tested by spectrophotometric titration by Ag-I and Pd-II. The titration resulted in the formation of intractable less soluble black and dark-blue polynuclear porphyrazine complexes. The new compounds have been characterized by elemental analysis, FTIR, H-1 NMR, UV-vis and MS (MALDI-TOF). The voltammetric investigation of the complexes showed common ligand and metal-based redox processes. (c) 2006 Elsevier Ltd. All rights reserved.