Novel symmetric diimine-Schiff bases and asymmetric triimine-Schiff bases as chemosensors for the detection of various metal ions


ÖZDEMİR Ö.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1125, ss.260-271, 2016 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1125
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1016/j.molstruc.2016.06.074
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.260-271
  • Anahtar Kelimeler: Symmetric diimine, Asymmetric triimine, Reduction, Tautomerism, Organic sensor, AROMATIC NITRO-COMPOUNDS, SELECTIVE REDUCTION, COLORIMETRIC DETECTION, TAUTOMERISM, SENSOR, ZN2+, COMPLEXES, WATER, IRON, FLUORESCENCE
  • Gazi Üniversitesi Adresli: Evet

Özet

In this study, two symmetric diimine-Schiff bases (D-1, D-2) containing nitro group were synthesized by a simple one-pot condensation of 4-nitro-o-phenylenediamine with substituted-salicylaldehyde (5-CI, 5-CH3) in 1:2 ratio. After the selective reduction of nitro group to amino group by using sodium dithionite and forming the new imine bond by adding substituted-salicylaldehyde or 2-hydroxy-1-naphthaldehyde, four asymmetric triimine-Schiff bases (T-1s, T-1n, T-2s, and T-2n) were obtained. Results of the newly synthesized compounds established by elemental analyses, FT-IR, UV-vis, 2D NMR (HMQC), H-1-NMR, C-13-NMR and TOF-mass spectroscopic experiments were consistent with their chemical structures. The tautomeric equilibria were also studied. The sensor properties of all Schiff bases were examined upon addition of the metal ions, such as Cr3+, Fe2+, Fe3+, Co2+, Ni2+, Cu2+, Zn2+, and Pb2+. The interactions between receptors and ions are easily monitored by UV-vis method. The receptor D-2 showed colour changes from yellow to intense deep orange colour for Cu2+, a orange colour for Co2+ and dark yellow colour for other ions. Although metal ions caused no change in colour of T-2s, the main absorption band of receptor shifted from 351 nm to 343-372 nm T-2n underwent colour changes from yellow to light yellow on gradual addition of Fe3+. (C) 2016 Elsevier B.V. All rights reserved.