Synthesis and Crystal Structure of a New Phthalonitrile and Its Phthalocyanines Bearing Diamagnetic Metals

A new phthalonitrile (1) was synthesized and characterized using different spectroscopic techniques, elemental analyses, and single-crystal X-ray diffractometry. The crystal structure is stabilized by p-p stacking interactions between the benzene rings with two methyl groups. Metal free (2), Mg (3), Zn (4), and Pd (5) phthalocyanine complexes of the phthalonitrile were synthesized with metal salts, and the complexes showed good solubility in a wide range of organic solvents with no aggregation observed within a wide concentration range. The complexes were characterized by elemental analyses, UV-Vis, FT-IR, NMR, and mass spectrometry, and show good prospect for application in photodynamic therapy of cancer.