Synthesis, physicochemical properties and electrochemistry of morpholine-substituted phthalocyanines


Kalkan Burat A., KOCA A. , Lewtak J. P. , Gryko D. T.

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, vol.14, no.7, pp.605-614, 2010 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 14 Issue: 7
  • Publication Date: 2010
  • Doi Number: 10.1142/s108842461000246x
  • Title of Journal : JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
  • Page Numbers: pp.605-614

Abstract

The synthesis, spectroscopic and electrochemical properties of new phthalocyanines bearing four morpholine and four chloro units is reported. Two-step synthesis involved efficient nucleophilic substitution of 4,5-dichlorophthalonitrile as the key step. The free-base phthalocyanine and its several complexes have been characterized using UV-vis, IR, (1)H NMR, (13)C NMR and mass spectroscopic data. Voltammetric and spectroelectrochemical studies show that while cobalt phthalocyanine gives both metal- and ring-based, diffusion-controlled, multi-electron and reversible/quasi-reversible redox processes, other complexes give ring-based, multi-electron and reversible/quasi-reversible redox processes.