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Novel 1,2,4-Triazole Derivatives: Structure, DFT Study, X-Ray Analysis, and Antimicrobial Activity

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Abstract

A series of novel 4-(4-methoxyphenethyl)-3,5-disubstime-4H-1,2,4-triazoles (3) are synthesized by reacting one of hydrazonates (1) with 2-(4-methoxyphenyl)ethanamine (2). The structures of compounds 3a–3f are elucidated from IR and NMR spectra. Compounds 3b and 3d are characterized also by X-ray crystallography. DFT computations of the compounds involve Gaussian 09 software package with Gauss Viewvisualization program. In determination of geometric optimization, vibrational frequencies, chemical shift values, DFT/B3LYP method with 6-311++G(d,p) basis set is used. Newly synthesized compounds are screened for antimicrobial activity. Compounds 3c–3f containing the 4-hydroxyphenyl group demonstrate moderate antimicrobial activity.

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Authors and Affiliations

  1. Department of Chemistry, Karadeniz Technical University, Trabzon, 61080, Turkey

    D. Ünlüer, Y. Ünver, E. Düğdü & K. Sancak

  2. Giresun University, Faculty of Arts and Sciences, Department of Physics, Giresun, 28100, Turkey

    Y. B. Alpaslan & M. S. Soylu

  3. Samsun Vocational School, Ondokuz Mayıs University, Samsun, 55100, Turkey

    Y. Köysal

Authors
  1. D. Ünlüer
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  2. Y. Ünver
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  3. E. Düğdü
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  4. Y. B. Alpaslan
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  5. Y. Köysal
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  6. M. S. Soylu
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  7. K. Sancak
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Correspondence to Y. Ünver.

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Ünlüer, D., Ünver, Y., Düğdü, E. et al. Novel 1,2,4-Triazole Derivatives: Structure, DFT Study, X-Ray Analysis, and Antimicrobial Activity. Russ J Org Chem 55, 254–261 (2019). https://doi.org/10.1134/S1070428019020192

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  • DOI: https://doi.org/10.1134/S1070428019020192

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