A new indanone based dyes bearing dicyanomethylene and salicylidene moieties for selective detection cyanide anion and aromatic amines

Yahya M., Keleş E., Metin R., AYDINER B., SEFEROĞLU N., Barsella A., ...Daha Fazla

Journal of Photochemistry and Photobiology A: Chemistry, cilt.462, 2025 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 462
  • Basım Tarihi: 2025
  • Doi Numarası: 10.1016/j.jphotochem.2024.116176
  • Dergi Adı: Journal of Photochemistry and Photobiology A: Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, Chemical Abstracts Core, Chimica, INSPEC
  • Anahtar Kelimeler: Chemosensor, Cyanide detection, DFT, ESEM, Organic amines, X-ray
  • Atatürk Üniversitesi Adresli: Evet

Özet

Novel chemosensors that are indan-1-one dyes bearing salicylidene moiety were synthesized with good yields and characterized by FT-IR, 1H NMR, 13C NMR, and HRMS methods. Moreover, the molecular structure of 7 was characterized by X-ray and Environmental scanning electron microscopy (ESEM) analyses. The chemosensor potential of dyes were examined in a variety of basic conditions that include various anions, organic amines, and pH ranges by absorption and fluorescence spectra. The naked-eye detection of instant color changes was also observed. The deprotonation mechanism between dyes and anions was investigated by reversibility and 1H NMR studies. pKa values were determined in buffer solution with pH 6–11. Furthermore, organic amines were investigated and found they have two different interaction mechanism, deprotonation and addition. Density Functional Theory (DFT) were used for supporting the experimental results. In addition, the second-order nonlinear optical property of dyes were investigated and showed moderate μβ values.