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The synthesis of some new imidazole and triazole derivatives: crystal Structure and DFT-TDDFT investigation on electronic structure

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Abstract

A series of new N′-3-(1H-imidazol-1-yl)propylcarbamoyl-4-halogenebenzo hydrazonate (3a–b) were obtained by reaction Ethyl 2-((4-halogene phenyl) (ethoxy) methylene) hydrazinecarboxylate (1) and N-(3-aminopropyl)imidazole (2) at 120–140 °C. Compounds (4a–b) were obtained by the reaction compound 1 and N-(3-aminopropyl)imidazole (2) at 160–180 °C. The structures of compounds 3,4 have been inferred through UV–Vis, IR, 1H/13C NMR, mass spectrometry, elemental analyses, and X-ray crystallography. DFT level 6-31G (d) calculations provided structural information. The electronic structure of compound 3a has been studied by DFT level 6-31G (d) calculations using the X-ray data. The results are accordance with X-ray data.

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Acknowledgements

This study was supported by grants from Karadeniz Technical University (proje no: 2007.111.002.11) and the scientific and technological research council (TUBITAK proje no: 107T065) of Turkey.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Arts and Sciences, Karadeniz Technical University, 61080, Trabzon, Turkey

    Kemal Sancak, Yasemin Ünver, Ismail Değirmencioğlu & Esra Dügdü

  2. Department of Physics, Ondokuz Mayis University, Samsun, Turkey

    Hasan Tanak & Şamil Işik

  3. Department of Chemistry, Karabük University, 78200, Karabük, Turkey

    Mustafa Er

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  1. Kemal Sancak
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  2. Yasemin Ünver
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Sancak, K., Ünver, Y., Tanak, H. et al. The synthesis of some new imidazole and triazole derivatives: crystal Structure and DFT-TDDFT investigation on electronic structure. J Incl Phenom Macrocycl Chem 67, 325–334 (2010). https://doi.org/10.1007/s10847-009-9714-7

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