Novel triazole bearing zinc(II) and magnesium(II) metallo-phthalocyanines: Synthesis, characterization, photophysical and photochemical properties

• The preparation of triazole substituted phthalonitriles.
• Synthesis of their corresponding Zn(II) and Mg(II) Pcs.
• The photochemical and photophysical studies were performed.

The synthesis and characterization of novel tetrakis N-(3,5-dichlorophenyl)-5-methyl-3H-1,2,4-triazol-3-one (1) and N-(3,5-dichlorophenyl)-5-ethyl-3H-1,2,4-triazol-3-one (2) substituted phthalonitrile derivatives and their new organosoluble peripherally tetra-substituted zinc(II) (6 and 7) and magnesium(II) (8 and 9) phthalocyanines were studied in this study. Photophysical and photochemical data of these compounds were measured in dimethysulfoxide (DMSO). The magnesium(II) phthalocyanine derivatives showed excellent fluorescent properties and the corresponding zinc(II) phthalocyanines generated efficient singlet oxygen. The fluorescence quenching behavior of the studied tetra-peripherally substituted zinc(II) and magnesium(II) phthalocyanine compounds by the addition of 1,4-benzoquinone were also studied in DMSO. These molecules can distinctly be employed in the field of photodynamic therapy in combination with fluorescence imaging.

Substituted [1,2,4]triazole containing substituted phthalonitriles and their corresponding Zinc and Magnesium phthalocyanine complexes have been successfully synthesized and characterized. Photophysical and photochemical properties of these novel metallo-phthalocyanines have been also investigated.Figure optionsDownload as PowerPoint slide