One-pot three-component Biginelli-type reaction to synthesize 3,4-dihydropyrimidine-2-(1H)-ones catalyzed by Co phthalocyanines: Synthesis, characterization, aggregation behavior and antibacterial activity

• The synthesis of a novel phthalonitrile derivative with pyridine‐2‐thiol and 2,4,6‐trimethylphenylamine substituents functionalized groups and its peripherally tetrasubstituted cobalt phthalocyanine and cationic phthalocyanines complexes were reported.
• The aggregation investigations carried out in different concentrations indicate that Co Phthalocyanines compounds 3,4 do not have any aggregation behavior for the concentration range of 6x10− 4–14×10− 6M in DMSO.
• In addition 3,4‐Dihydropyrimidin‐2(1H)‐one derivatives were synthesized by modified Biginelli cyclocondensation reaction catalyzed by MPc as Lewis base.
• The structures of the synthesized compounds have been successfully characterized by the spectroscopic methods (IR, 1H NMR, 13NMR, UV‐Vis, mass spectrometry, elemental analysis and NMR 2D).
• The compounds 3–11 were investigated for antimicrobial activity. Most of them exhibited important antimicrobial activity.
• The ion binding properties show the formation of stable complex with Co2 +.

The synthesis of a novel phthalonitrile derivative with pyridine-2-thiol and 2,4,6-trimethylphenylamine substituents functionalized groups and its peripherally tetrasubstituted cobalt phthalocyanine and cationic phthalocyanines complexes were reported. The aggregation investigations carried out in different concentrations indicate that Co Phthalocyanines compounds 3,4 do not have any aggregation behavior for the concentration range of 6 × 10− 4–14 × 10− 6 M in DMSO. The ion binding properties of Co Phthalocyanines compounds 3,4 show the formation of stable complex with Co2 +. In addition 3,4-Dihydropyrimidin-2(1H)-one derivatives were synthesized by modified Biginelli cyclocondensation reaction catalyzed by MPc as Lewis base. The structures of the synthesized compounds have been successfully characterized by the spectroscopic methods (IR, 1H NMR, 13CNMR, UV–Vis, mass spectrometry, elemental analysis and NMR 2D). The influence of substrate/catalyst ratio, solvent was also investigated to find optimal reaction on this synthesis for getting the highest conversion. Different parameters were examined for finding optimal conditions of catalysis. In addition; the compounds 3–11 were investigated for antimicrobial activity. Most of them exhibited important antimicrobial activity.

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