Syntheses, spectroscopic and structural characterizations and metal ion binding properties of Schiff bases derived from 4 '-aminobenzo-15-crown-5

Guler H., HAYVALI Z., DAL H., Hoekelek T.

POLYHEDRON, cilt.31, sa.1, ss.688-696, 2012 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 31 Sayı: 1
  • Basım Tarihi: 2012
  • Doi Numarası: 10.1016/j.poly.2011.10.034
  • Dergi Adı: POLYHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.688-696
  • Anahtar Kelimeler: Crown ethers, Crystal structure, Solvent extraction, NMR spectroscopy, Sodium complexes, Potassium complexes, NICKEL GUEST CATIONS, CROWN-ETHERS, RECOGNITION SITES, COMPLEX-FORMATION, MACROCYCLIC LIGAND, CYCLIC POLYETHERS, CRYSTAL-STRUCTURE, AQUEOUS-MEDIA, EXTRACTION, TRANSITION
  • Anadolu Üniversitesi Adresli: Evet

Özet

A series of benzyloxybenzaldehyde derivatives (1-4) were synthesized by the reactions of 4-(bromomethyl)benzonitrile with 4-hydroxy-3-methoxybenzaldehyde (vanillin), 2-hydroxy-3-methoxybenzaldehyde (o-vanillin), 2-hydroxy-4-methoxybenzaldehyde and 2-hydroxy-5-methoxybenzaldehyde. Condensation reactions among the new benzyloxybenzaldehyde derivatives (1-4) with 4'-aminobenzo-15-crown-5 yielded the new Schiff base compounds (5-8). Sodium complexes (5a-8a) and potassium complexes (5b-8b) were prepared with NaClO4 and KI, respectively. All of these synthesized compounds were characterized on the basis of FT-IR, H-1 and C-13 NMR, mass spectrometry and elemental analyses data. The solid state structures of compounds 8 and 5a were determined by X-ray crystallography. The extraction abilities of compounds 5-8 were also evaluated in CH2Cl2 by using several main group and transition metal picrates, such as Na+, K+, Pb2+, Cr3+, Ni2+, Cu2+ and Zn2+. (C) 2011 Elsevier Ltd. All rights reserved.