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صفحه اصلی
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بیست و نهمین کنفرانس شیمی آلی ایران
Synthesis, characterization, solvatochromic, computational and antibacterial studies of a series of new 4-imino-3-(2-heteroarylhydrazono)chroman-2-one dyes
نویسندگان :
سارا فتوتی ( دانشگاه محقق اردبیلی ) , غلامحسن ایمانزاده ( دانشگاه محقق اردبیلی ) , آسیه یحیی زاده ( دانشگاه گیلان ) , عنایت الله مرادی روفچاهی ( دانشگاه آزاد اسلامی واحد لاهیجان )
کلید واژه ها :
solvatochromic،antibacterial،dye،azo،DFT
چکیده مقاله :
Herein, 4-aminocoumarin was synthesized and reacted with some diazonium salts derived from substituted 2-aminothiazoles to produce corresponding new azo dyes. The thus new synthesized compounds were fully characterized by FT-IR and NMR spectroscopies and mass spectral analysis. The results testified that the obtained products exclusively adopt hydrazone tautomeric form in both solid and solution states and there was seen no spectral evidence of azo structure. The visible absorption spectral changes of the dyes were also studied and discussed according to possible electronic transitions in the compounds. Furthermore, the geometries of the proposed azo and hydrazone tautomeric forms of the dyes were optimized at B3LYP/6–311++G (d, p) level of theory. DFT calculations have performed to evaluate the stability of azo and hydrazone tautomeric forms of the prepared dyes both in gas phase and in the solution state and the results showed reasonable agreement with spectroscopic findings. Besides, antibacterial activities of the dyes dissolved in DMSO were evaluated using well diffusion method against Staphylococcus aureus (ATCC 25923) and Escherichia coli (ATCC 25922) bacterial strains
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