Highly symmetrical polyfluorinated porphyrazines


GONCA E.

JOURNAL OF FLUORINE CHEMISTRY, vol.149, pp.65-71, 2013 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 149
  • Publication Date: 2013
  • Doi Number: 10.1016/j.jfluchem.2013.02.012
  • Title of Journal : JOURNAL OF FLUORINE CHEMISTRY
  • Page Numbers: pp.65-71

Abstract

By cyclotetramerization of 2,3-bis[2-fluoro-5-(trifluoromethyl)benzylthio] maleonitrile in the presence of magnesium butanolate, magnesium porphyrazinate carrying eight (2-fluoro-5-(trifluoromethyl)-benzylthio) functional groups on the periphery positions has been synthesized. Conversion of the magnesium porphyrazinate into the metal-free derivative was achieved by treatment with trifluoroacetic acid. Further reaction of this product with different metal (H) acetates have led to the metallo porphyrazines. Then, chloro-octakis [2-fluoro-5-(trifluoromethyl)benzylthio] porphyrazinato iron (III) (FePzCl) was prepared by the reaction of metal-free porphyrazine with iron (II) acetate and further treatment with HCl solution. The monomeric bisaxial complex FePz(py)(2) as well as the bridged complex [FePz(pyz)](n), were formed as stable complexes by reacting FePzCl with pyridine or pyrazine, respectively. These novel 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) 2013 Elsevier B.V. All rights reserved.