Synthesis and properties of triazol-5-one substituted phthalocyanines by microwave irradiation

Abstract

Triazol-5-one substituted phthalocyanines were prepared quickly by the reaction of 4-nitrophthalonitrile with anhydrous metal salts in DBU (1,8-diazabicyclo[5,4,0]undec-7-ene) and DMAE (dimethylaminoethanol) by microwave irradiation. Microwave yields were higher than those of the conventional synthesis methods. All of these complexes are insoluble in polar solvents such as ethanol, ethyl acetate and chloroform. The characterization of the compounds was accomplished by elemental analysis, H-1 NMR (for I and II): C-13 NMR (for I and II), IR and UV-Vis spectral data. In addition, the structure of the starting material (I) was determined by single crystal diffraction.