Synthesis and characterization of novel metal-free and metallo-porphyrazines with eight 3-thiopropylpentafluorobenzoate units

Kunt H., GONCA E.

POLYHEDRON, vol.38, no.1, pp.218-223, 2012 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 38 Issue: 1
  • Publication Date: 2012
  • Doi Number: 10.1016/j.poly.2012.03.015
  • Journal Name: POLYHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.218-223
  • Çanakkale Onsekiz Mart University Affiliated: No


Metal-free and metallo-porphyrazines (M = 2H, Mg, Cu, Zn or Co) with eight polyfluorinated groups appended on the periphery through flexible alkylthio-bridges have been synthesized through esterification of octakis(hydroxypropylthio)porphyrazinato magnesium with 2,3,4,5,6-pentafluorobenzoic acid in the presence of dicyclohexylcarbodiimide (DCCI) and toluene-p-sulfonic acid. The symmetrically functionalized porphyrazines with eight ester units are soluble in common organic solvents, such as CHCl3, CH2Cl2, THF, acetone and toluene, and are insoluble in water and n-hexane. The newly synthesized compounds were characterized by FT-IR, UV-Vis, mass, H-1, C-13 and F-19 NMR, together with elemental analysis. (C) 2012 Elsevier Ltd. All rights reserved.