Synthesis and characterization of new soluble fluorinated seco-porphyrazines

Altunkaya M., GONCA E.

POLYHEDRON, vol.30, no.6, pp.1035-1039, 2011 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 30 Issue: 6
  • Publication Date: 2011
  • Doi Number: 10.1016/j.poly.2011.01.003
  • Journal Name: POLYHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1035-1039
  • Çanakkale Onsekiz Mart University Affiliated: No


Magnesium porphyrazinate substituted with eight 3,5-bis(trifluoromethyl)phenyl groups on the peripheral positions has been synthesized by the cyclotetramerization of 3,4[3,5-bis(trifluoromethyl)-phenyl]pyrroline-2,5-diimine in the presence of magnesium butanolate. Acid-mediated demetallation of the magnesium porphyrazine resulted in peripheral oxidation of one pyrrole ring to reveal the seco-porphyrazine, octakis[3,5-bis(trifluoromethyl)phenyl]-2-seco-porphyrazine-2,3-dione. Further reaction of this product with copper (II) acetate, zinc (II) acetate and cobalt (II) acetate has led to the metallo-derivatives, {octakis[3,5-bis(trifluoromethyl)phenyl]-2-seco-2,3-dioxoporphyrazinato} M(II) [M = Cu(II), Zn(II), Co(II)]. These new soluble complexes were characterized by elemental analysis, together with FT-IR, H-1 NMR, C-13 NMR, F-19 NMR, UV-Vis and mass spectral data. (C) 2011 Elsevier Ltd. All rights reserved.