5-Benzyl-4-[3-(1H-imidazol-1-yl)propyl]-2H-1,2,4-triazol-3(4H)-ones: Synthesis, spectroscopic characterization, crystal structure and a comparison of theoretical and experimental IR results by DFT calculations

ÜNVER Y., SANCAK K., Tanak H., DEĞİRMENCİOĞLU İ., Dugdu E., Er M., ...More

JOURNAL OF MOLECULAR STRUCTURE, vol.936, pp.46-55, 2009 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 936
  • Publication Date: 2009
  • Doi Number: 10.1016/j.molstruc.2009.07.045
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.46-55
  • Karadeniz Technical University Affiliated: Yes


The synthesis and structural properties of novel compounds, 5-Benzyl-4-[3-(1H-imidazol-1-yl)propyl]-2H-1,2,4-triazol-3(4H)-ones (3a-c) have been described. These products were obtained by the reaction of ethyl 2-[1-ethoxy-2-(phenyl or substituted phenyl)ethylidene]hydrazinecarboxylates (1) and N-(3-aminopropyl)imidazol (2). The structures of compounds 3a-c have been inferred through UV-vis, IR, H-1/C-13 NMR, mass spectrometry, elemental analyses, and X-ray crystallography. DFT level 6-31G*(d,p) calculations provided structural information and IR data that were in good agreement with experimental results for compound 3a. Additionally, the electronic structure of compound 3a has been studied by DFT level 6-31G*(d,p) calculations using the X-ray data. (C) 2009 Elsevier B.V. All rights reserved.