Synthesis of N-(4′-Benzo[15-crown-5])thiophenoxyphenylaminoglyoxime and its complexes with some transition metals

  • Ahmet Coşkun
  • Emin Karapinar
Original Article


4-(Chloroacetyl)diphenyl thioether (1) was synthesized from chloroacetyl chloride and diphenyl thioether in the presence of AlCl3 as catalyst in a Friedel-Crafts reaction. Subsequently, its keto oxime (2) and glyoxime (3) derivatives were prepared. N-(4′-Benzo[15-crown-5]thiophenoxyphenylaminoglyoxime (H2L) and its sodium chloride complex (H2L · NaCl) were prepared from 4-(thiophenoxy)chlorophenylglyoxime (3), 4′-aminobenzo[15-crown-5] and sodium bicarbonate or sodium bicarbonate and sodium chloride. Ni(II), Co(II) and Cu(II) complexes of H2L and H2L · NaCl have a metal–ligand ratio of 1:2 and the ligand coordinates through the two N atoms, as do most of the vic-dioximes. The BF2-capped Ni(II) mononuclear complex of the vic-dioxime was prepared. The macrocyclic ligands and their transition metal complexes were characterized on the basis of FT-IR, 1H NMR, 13C NMR spectroscopy and elemental analyses data.


BF2+-capped complex Crown compounds Glyoximes Transition metal complexes 



The authors are please to acknowledge the Scientific Research Projects (BAP) of Selçuk University for grant with grant number No 2005/05401005.


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© Springer Science+Business Media B.V. 2007

Authors and Affiliations

  1. 1.Department of ChemistrySelçuk UniversityKonyaTurkey
  2. 2.Department of Chemistry, Faculty of Arts and SciencesPamukkale UniversityDenizliTurkey

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