Effect of peripheral substitution on the electronic absorption and magnetic circular dichroism (MCD) spectra of metal-free azo-coupled bisphthalocyanine

Salan U., Kobayashi N., Bekaroglu O.

TETRAHEDRON LETTERS, vol.50, no.49, pp.6775-6778, 2009 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 50 Issue: 49
  • Publication Date: 2009
  • Doi Number: 10.1016/j.tetlet.2009.09.108
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.6775-6778
  • Istanbul Technical University Affiliated: Yes


A new azo-coupled bisphthalocyanine is synthesized from the corresponding quinoxaline oxime which can be obtained by the reaction of s-trans-chloroethanedial with N=N conjugated metal-free phthalocyanine. The phthalocyanine is synthesized by the reaction of 4-vitro-o-phenylenediamine with 2-nitro-9,10,16,17,23,24-hexa(hexylthio)phthalocyanine. Novel compounds are characterized by elemental analysis, UV/vis. IR and H-1 NMR, and MALDI-TOF spectroscopy. The effect of the azo units on the position and intensity of the electronic absorption and magnetic circular dichroism (MCD) spectra of the bisphthalocyanine are examined for the N=N conjugated metal-free phthalocyanine. (C) 2009 Elsevier Ltd. All rights reserved.