Syntheses, spectroscopic characterization and metal ion binding properties of benzo-15-crown-5 derivatives and their sodium and nickel(II) complexes

Sahin D., HAYVALI Z.

Journal of Inclusion Phenomena and Macrocyclic Chemistry, cilt.72, sa.3-4, ss.289-297, 2012 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 72 Sayı: 3-4
  • Basım Tarihi: 2012
  • Doi Numarası: 10.1007/s10847-011-9973-y
  • Dergi Adı: Journal of Inclusion Phenomena and Macrocyclic Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.289-297
  • Anahtar Kelimeler: Crown ethers, Imine compounds, Nickel(II) complexes, NMR spectroscopy, Sodium complexes, Solvent extraction
  • Ankara Üniversitesi Adresli: Evet

Özet

New benzo-15-crown-5 derivatives containing nitro, amine and imine groups were prepared. Nitro compound (1) was prepared after the reaction 4', 5'-bis(bromethyl) benzo-15-crown-5 and o-nitrophenol in the presence of NaOH. After reduction process by using hydrazine hydrate and Pd/C amine compound (2) was formed. New crown ether imine compounds (3-5) were synthesized by the condensation of corresponding crown ether diamine (2) with salicylaldehyde derivatives. Sodium complexes of the crown compounds (1a-5a) form crystalline 1:1 (Na+: ligand) complexes with sodium perchlorate. Nickel(II) complexes (3b-5b) with 1:1 (Ni 2+:ligand) stoichiometries were also been synthesized from the Schiff bases (3-5). The results indicated that the Schiff base ligands coordinated through the azomethine nitrogen and phenolic oxygen. The extraction ability of compounds (1, 3, 4 and 5) were also evaluated in chloroform by using several alkali and transition metal picrates such as Li +, Na +, K +, Cr 3+, Mn 2+, Ni 2+, Cu 2+, Zn 2+ and Pb 2+.© 2011 Springer Science+Business Media B.V.