Synthesis, spectral characterizations and antimicrobial activity of some Schiff bases of 4-chloro-2-aminophenol

Cinarli A., Gurbuz D., Tavman A., Birteksoz A. S.

Bulletin of the Chemical Society of Ethiopia, cilt.25, sa.3, ss.407-417, 2011 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 25 Sayı: 3
  • Basım Tarihi: 2011
  • Dergi Adı: Bulletin of the Chemical Society of Ethiopia
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.407-417
  • Anahtar Kelimeler: Schiff base, 4-Chloro-2-aminophenol, Antimicrobial activity, INTRAMOLECULAR PROTON-TRANSFER, MANNICH-BASES, SOLID-STATE, METAL-COMPLEXES, FT-IR, BIOLOGICAL-PROPERTIES, ABSORPTION-SPECTRA, CRYSTAL-STRUCTURES, HYDROGEN-BOND, AB-INITIO
  • İstanbul Üniversitesi-Cerrahpaşa Adresli: Hayır

Özet

A series of 4-chloro-2-[(arylmethylidene)amino]phenols (1-11) including methoxy group were synthesized using appropriate synthetic route. The structures of the Schiff bases were characterized by FT-IR, UV-Vis, ESI-MS, 1H and 13C-NMR spectroscopic techniques and analytical methods. A relation is observed between melting points and existence of intramolecular hydrogen bonding. IR spectra of the compounds including and not including hydrogen bonding were compared. The compounds 2 and 4 show the characteristic UV bands attributed to the NH-forms. According to the 1H-NMR spectral data the compound 2 has the strongest intramolecular hydrogen bonding and the compound 6 shows two isomeric structure. On the other hand, antibacterial and antifungal activities of the compounds were investigated. Most of the compounds show selective activity toward S. epidermidis and C. albicans. © 2011 Chemical Society of Ethiopia.