Synthesis and characterization of two new hydroxamic acids derivatives and their metal complexes. An investigation on the keto/enol, E/Z and hydroxamate/hydroxirnate forms

Adiguzel E., Yilmaz F., Emirik M., Ozil M.

JOURNAL OF MOLECULAR STRUCTURE, vol.1127, pp.403-412, 2017 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1127
  • Publication Date: 2017
  • Doi Number: 10.1016/j.molstruc.2016.07.081
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.403-412
  • Keywords: Benzimidazole, Hydroxamic acid, Hydroximate, Tautomer, Conformer, Metal complexes, Theoretical calculation, AQUEOUS-SOLUTION, AB-INITIO, SPECTROSCOPIC CHARACTERIZATION, CONFORMATIONAL BEHAVIOR, ACETYLSALICYLHYDROXAMIC ACID, FORMOHYDROXAMIC ACID, N-OCTANOHYDROXAMATE, CRYSTAL, THERMOCHEMISTRY, COPPER(II)
  • Recep Tayyip Erdoğan University Affiliated: Yes

Abstract

2-phenylbenzimidazole-N-acetohydroxamic acid (HL1), 2-phenylbenzimidazole-N-butanohydroxamic acid (HL2) and Ni(II), Cu(II), Zn(II) and Cd(II) metal complexes have been synthesized and characterized by elemental analyses, H-1 NMR, C-13 NMR, FT-IR spectrometry, LC-MS (ESI+) and thermal analyses. The results of NMR spectra and theoretical calculations showed that the hydroxamic acids were in the keto-E and keto-Z conformations. The elemental analysis and thermal analysis indicated that M:L ratio of the complexes are 1:1 and the spectral analysis confirmed that hydroxamate groups are keto form in the Ni(II) and Zn(II) complexes of 2-phenylbenzimidazole-N-butanohydroxamic acid and enol form in the other complexes. (C) 2016 Elsevier B.V. All rights reserved.