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DFT Investigation of a Charge-Transfer Complex Formation Between p-Phenylenediamine and 3,5-Dinitrosalicylic Acid

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Abstract

This study presents a computational investigation of p-phenylenediamine (PPD) interaction with 3,5-dinitrosalicylic acid (DNS) within PPD/DNS charge transfer (CT) complex. All calculations were performed by M06-2X/6-311+G(d,p) levels of theory in vacuum, water and methanol. EDA analysis was used to control the complexation process and suggested that electrostatic and dispersion energies contributes greatly in stabilizing PPD/DNS CT complex. The results of energy optimization showed that PPD/DNS CT complex is stable with negative complexation energy; the obtained geometries showed that ammonium group of PPD is closed to carboxylate one of DNS enabling the establishment of large number of interactions. Additionally, different analyses were performed on obtained optimized structures: TD-DFT, NBO, QTAIM and NCI. Consequently, NBO, QTAIM and NCI analysis give that PPD/DNS CT complex is stabilized by hydrogen bonding and van der Waals interactions.

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Funding

The investigation was supported by the Algerian Ministry of Higher Education and Scientific Research through Project CNEPRU (N°E01520140083).

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Authors and Affiliations

  1. Laboratory of Computational Chemistry and Nanostructures, Department of Material Sciences, Faculty of Mathematical, Informatics, and Material Sciences, University of 8 Mai 1945, Guelma, Algeria

    A. S. Athmani, F. Madi, I. Laafifi, M. Cheriet & L. Nouar

  2. Laboratory of Applied Chemistry, Department of Material Sciences, Faculty of Mathematical, Informatics and Material Sciences, University of 08 Mai 1945, Guelma, Algeria

    R. Merdes

  3. Institut Supérieur d’Informatique et de Mathématiques de Monastir, Laboratoire de Physique Quantique et Statistique, Université de Monastir, Monastir, Tunisie

    N. Issaoui

Authors
  1. A. S. Athmani
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  2. F. Madi
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  3. I. Laafifi
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  4. M. Cheriet
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  5. N. Issaoui
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  6. L. Nouar
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  7. R. Merdes
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Correspondence to F. Madi.

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Conflict of Interests

The authors declare that they have no conflict of interests.

Text © The Author(s), 2019, published in Zhurnal Strukturnoi Khimii, 2019, Vol. 60, No. 12, pp. 1991-2001.

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Athmani, A.S., Madi, F., Laafifi, I. et al. DFT Investigation of a Charge-Transfer Complex Formation Between p-Phenylenediamine and 3,5-Dinitrosalicylic Acid. J Struct Chem 60, 1906–1916 (2019). https://doi.org/10.1134/S0022476619120060

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  • DOI: https://doi.org/10.1134/S0022476619120060

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