New polyfluorinated porphyrazine complexes: synthesis, characterization, aggregation, and solubility

By cyclotetramerization of 2,3-bis(2,3,5,6-tetrafluoro-4-methylbenzylthio) maleonitrile in the presence of magnesium butoxide, magnesium porphyrazinate (MgPz) carrying eight (2,3,5,6-tetrafluoro-4-methylbenzylthio) functional units on the periphery positions has been synthesized. Conversion of MgPz into the metal-free derivative was achieved upon addition of a strong acid such as trifluoroacetic acid. Further reaction of this product with different metal(II) acetates led to metallo porphyrazines (MPz). 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 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. [GRAPHICS] .