The microwave-assisted synthesis and characterization of novel metal-free and metallophthalocyanines peripherally fused to four 13-membered diazadithia macrocycles


DYES AND PIGMENTS, vol.80, no.1, pp.93-97, 2009 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 80 Issue: 1
  • Publication Date: 2009
  • Doi Number: 10.1016/j.dyepig.2008.05.006
  • Title of Journal : DYES AND PIGMENTS
  • Page Numbers: pp.93-97


The novel tetrasubstituted metal-free phthalocyanine and metallophthalocyanines 7, bearing four 13-membered diazadithia macrocycle moieties at peripheral positions were synthesized by cyclotetramerization of the corresponding phthalonitrile derivative in a multi-step reaction sequence. The metal-free phthalocyanine was synthesized by microwave irradiation of the corresponding dicyano compound in 2-(dimethylamino)ethanol for 10 min. Metallophthalocyanines were obtained from the respective dicyano derivative and corresponding anhydrous metal salts NiCl2 and ZnCl2, CoCl2, CuCl2, respectively, by microwave irradiation in 2-(dimethylamino)ethanol at 175 degrees C, 350W for 10 min. The new compounds were characterized by a combination of IR, H-1 NMR, C-13 NMR, UV-vis, elemental analysis and MS spectral data. (C) 2008 Elsevier Ltd. All rights reserved.