Metallo phthalocyanines bearing (2-((2-hydroxyethyl) (p-tolyl)amino)ethoxy) and (2-((2-phenoxyethyl) (p-tolyl)amino)ethoxy) phthalonitrile substituents: Synthesis, characterization, aggregation behavior, antioxidant and antibacterial activity

Abstract

tThe novel phthalonitrile derivatives bearing (2-((2-hydroxyethyl)(p-tolyl)amino)ethoxy) and (2-((2-phenoxyethyl)(p-tolyl)amino)ethoxy)phthalonitrile substituents at peripheral position were preparedby a nucleophilic displacement reaction. Cyclotetramerization of these phthalonitrile derivatives in thepresence of corresponding metal salts gave the new metallophthalocyanines. The novel compounds werecharacterized by using various spectroscopic data. The aggregation investigations carried out in differ-ent concentrations indicate that phthalocyanine compounds do not have any aggregation behavior forthe concentration range of 10−4–10−6M in tetrahydrofuran. In vitro three antioxidant test methods,namely diphenylpicrylhydrazyl radical scavenging activity, metal chelating activity and reducing powerwere used to determine the antioxidant activity of compounds. Compounds were analyzed for theirantibacterial activity against some bacteria by using the disk-diffusion method.