Synthesis and characterization of soluble porphyrazines bearing octakis 2-anthraquinonylmethylthio substituents

Abstract

By cyclotetramerization of 1,2-bis(2-anthraquinonylmethylthio)maleonitrile in the presence of magnesium butanolate, magnesium porphyrazinate carrying eight (2-anthraquinonylmethylthio) functional groups on peripheral positions has been synthesized. The metal-free derivative was obtained by treatment with trifluoroacetic acid; reaction of this product with copper(II) acetate, zinc(II) acetate, and cobalt(II) acetate led to the metal porphyrazinates [M = Cu(II), Zn(II), and Co(II)]. These new compounds have been characterized by elemental analysis, together with FT-IR, ¹H-NMR, ¹³C-NMR, UV-Vis, and mass spectral data.

Keywords:

• 2-(Chloromethyl)anthraquinone
• Porphyrazine
• Maleonitrile
• Copper
• Zinc

Acknowledgments

This work was supported by the Scientific Research Fund of Fatih University under the project number P50020901_1.