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Synthesis, molecular structure, spectroscopic investigations and computational studies of (E)-1-(4-(4-(diethylamino)-2-hydroxybenzylideneamino)phenyl)ethanone

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Abstract

The Schiff base compound (E)-1-(4-(4-(diethylamino)-2-hydroxybenzylideneamino)phenyl)ethanone has been synthesized and characterized by IR, UV–Vis, and 1H and 13C NMR techniques. These properties of title compound were also investigated from calculative point of view. UV–Vis spectra of the title compound were recorded in different organic solvents to investigate the dependence of tautomerism on solvent types. Calculated results reveal that its enol form is more stable than its keto form. A detailed analysis of the nature of the hydrogen bonding, using topological parameters, evaluated at bond critical points.

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Acknowledgments

Authors are grateful to the Damghan University for financial support.

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Authors and Affiliations

  1. School of Chemistry, Damghan University, 36715-364, Damghan, Iran

    Ayoub Kanaani, Davood Ajloo, Hasan Ghasemian, Hamzeh Kiyani & Asiyeh Mosallanezhad

  2. School of Chemistry, College of Science, University of Tehran, Tehran, Iran

    Davood Ajloo

  3. Department of Chemistry, Ferdowsi University of Mashhad, 91775-1436, Mashhad, Iran

    Mohamad Vakili

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  1. Ayoub Kanaani
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  2. Davood Ajloo
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Correspondence to Davood Ajloo or Hamzeh Kiyani.

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Kanaani, A., Ajloo, D., Ghasemian, H. et al. Synthesis, molecular structure, spectroscopic investigations and computational studies of (E)-1-(4-(4-(diethylamino)-2-hydroxybenzylideneamino)phenyl)ethanone. Struct Chem 26, 1095–1113 (2015). https://doi.org/10.1007/s11224-015-0571-2

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