Synthesis, catalytic, spectroscopic, fluorescent and coordination properties of dicyanophenoxy-substituted phthalocyaninates of d-metals

Abstract Isomeric phthalonitriles having four terminal cyano-groups are synthesized by means of nucleophilic replacement of 4-nitrophthalonitrile's nitro-group with resorcinol and hydroquinone fragments. Corresponding phthalocyaninates of cobalt, zinc, nickel and copper are obtained based on the compounds. The synthesized metal phthalocyaninates are studied in terms of spectroscopic properties using various organic solvents and additionally organic bases. Synthesized cobalt and zinc phthalocyaninates are found to form stable sandwich-type dimers while reacting with 1,4-diazabicyclo[2.2.2]octane (DABCO). Phthalocyaninates having substituted para-positions form more stable sandwich-type agregates than meta-substituted ones. A stability of molecular complexes of 1:1 composition obeys the following order: Py