Synthesis and characterization of novel polyfluorinated porphyrazines

By cyclotetramerization of 2,3-bis(2,3,4,5,6-pentafluorobenzylthio)maleonitrile in the presence of magnesium butanolate, magnesium porphyrazinate carrying eight (2,3,4,5,6-pentafluorobenzylthio) 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 copper(II) acetate, zinc(II) acetate and cobalt(II) acetate have led to the metallo derivatives [M = Cu(II). Zn(II), Co(II)]. 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) 2012 Elsevier B.V. All rights reserved.