Synthesis and properties of metal complexes with halogen-substituted octaphenyltetraazaporphyrins

Abstract

Mg(II)-octa-(4-chlorophenyl)tetraazaporphyrin, Mg(II)-octa-(4-fluorophenyl)tetraazaporphyrin, Zn(II)octa-(4-chlorophenyl)tetraazaporphyrin and Zn(II)-octa-(4-fluorophenyl)tetraazaporphyrin were synthesized by cyclization of di-(4-halophenyl)maleinonitriles with magnesium and zinc(II) acetates in refluxing ethylene glycol. Zn(II)-Octaphenyltetraazaporphyrin was obtained by cyclization of diphenylmaleininitrile with zinc acetate in ethylene glycol. Using the metal exchange reaction of halogen-substituted magnesium complexes with copper(II) and manganese(II) chlorides in dimethylformamide, the corresponding Cu(II) and Mn(III)octaphenyltetraazaporphyrins were synthesized. Structure of the obtained compounds were identified by UV-Vis, IR, 1H NMR spectroscopy and mass spectrometry methods. The photochemical stability of the synthesized complexes was studied.