Startseite Naturwissenschaften Structural, Vibrational and UV/Vis Studies of Adamantane-Containing Triazole Thiones by Spectral, DFT and Multi-reference ab initio Methods
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Structural, Vibrational and UV/Vis Studies of Adamantane-Containing Triazole Thiones by Spectral, DFT and Multi-reference ab initio Methods

  • Maksim Shundalau EMAIL logo , Yuliya L. Mindarava , Anna S. Matsukovich , Sergey V. Gaponenko , Ali A. El-Emam und Hamad N. Alkahtani
Veröffentlicht/Copyright: 28. März 2019
Zeitschrift für Physikalische Chemie
Aus der Zeitschrift Zeitschrift für Physikalische Chemie Band 234 Heft 1

Abstract

The Fourier transform infrared and Raman spectra of two adamantane-containing triazole thiones, namely 3-(adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-phenyl-1H-1,2,4-triazole-5(4H)-thione and 3-(adamantan-1-yl)-4-phenyl-1-[(4-phenylpiperazin-1-yl)methyl]-1H-1,2,4-triazole-5(4H)-thione, were examined in the ranges of 3200–650 cm−1 and 3200–150 cm−1, respectively. The density functional theory calculations were performed for the geometric structures and vibrational spectra for the title molecules. The accurate equilibrium geometry structures of the molecules were determined on the basis of full geometry optimization at the B3LYP/cc-pVDZ level of the theory. The IR and Raman vibrational spectra were calculated and compared with the experimental ones. The experimental vibrational FT-IR and Raman spectra were interpreted. Based on the structure of the molecules the biological activity indices were predicted. It is established that compounds under consideration are very likely to exhibit the analgesic activities. The UV/Vis spectra of solution of the compounds in ethanol were measured in the range of 450–200 nm. The UV/Vis spectra simulations at the Time-Dependent DFT and Multi-Reference Perturbation Theory levels of theory demonstrate unsuitability of the TDDFT for description of the experimental spectra of the title molecules. It is highly probable that this is a consequence of the intramolecular charge transfer. In contrast, the MRPT results are in a good agreement with the experimental spectra.

Keywords: 3-(adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-phenyl-1H-1,2,4-triazole-5(4H)-thione; 3-(adamantan-1-yl)-4-phenyl-1-[(4-phenylpiperazin-1-yl)methyl]-1H-1,2,4-triazole-5(4H)-thione; biological activity; multi-reference perturbation theory calculations; UV/Vis spectrum; vibrational spectra

Funding source: Belarusian Republican Foundation for Fundamental Research

Award Identifier / Grant number: Nr. F18MS-046

Funding statement: This work has been supported by the Belarusian Republican Foundation for Fundamental Research (Funder Id: http://dx.doi.org/10.13039/100007595, Nr. F18MS-046). Ali A. El-Emam and Hamad M. Alkahtani also extend their appreciation to the Deanship of Scientific Research and the Research Center, College of Pharmacy, King Saud University for funding this research.

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Supplementary Material

The online version of this article offers supplementary material (DOI: https://doi.org/10.1515/zpch-2018-1271).

Received: 2018-07-31
Accepted: 2019-02-25
Published Online: 2019-03-28
Published in Print: 2020-01-28

©2020 Walter de Gruyter GmbH, Berlin/Boston

Artikel in diesem Heft

  1. Frontmatter
  2. The Maximum of Minimal Conductivity in Aqueous Electrolytes
  3. The Effect of Low Weight Percent Multiwalled Carbon Nanotubes on the Dielectric Properties of Non-Conducting Polymer/Ceramic Nanocomposites for Energy Storage Materials
  4. Synthesis, Characterization and Electrical Conductivity of Silver Doped Polyvinyl Acetate/Graphene Nanocomposites: A Novel Humidity Sensor
  5. Preparation, Physical Characterization and Adsorption Properties of Synthesized Co–Ni–Cr Nanocomposites for Highly Effective Removal of Nitrate: Isotherms, Kinetics and Thermodynamic Studies
  6. New Heterocyclic Derivative to Stop Carbon Steel Corrosion
  7. Investigating of Erosion-Corrosion Behavior of Carbon Steel in Egyptian Crude Oil-Water Mixture Using Electrochemical Method
  8. Structural, Vibrational and UV/Vis Studies of Adamantane-Containing Triazole Thiones by Spectral, DFT and Multi-reference ab initio Methods
  9. The Effect of Grain Size and Shape on Sliding Friction of Wet Granular Media
  10. Decomposition Kinetics of Levofloxacin: Drug-Excipient Interaction
  11. ZnO/UV/H2O2 Based Advanced Oxidation of Disperse Red Dye
  12. An Efficient Ultrasonic-Assisted Synthesis and Nonlinear Optical Property of Donor (D) -π-Acceptor (A) Chalcone (DDFP)
  13. Synthesized and Photocatalytic Mechanism of the NiO Supported YMnO3 Nanoparticles for Photocatalytic Degradation of the Methyl Orange Dye
https://doi.org/10.1515/zpch-2018-1271
Schlagwörter für diesen Artikel
3-(adamantan-1-yl)-1-[(4-benzylpiperazin-1-yl)methyl]-4-phenyl-1H-1,2,4-triazole-5(4H)-thione; 3-(adamantan-1-yl)-4-phenyl-1-[(4-phenylpiperazin-1-yl)methyl]-1H-1,2,4-triazole-5(4H)-thione; biological activity; multi-reference perturbation theory calculations; UV/Vis spectrum; vibrational spectra

Artikel in diesem Heft

  1. Frontmatter
  2. The Maximum of Minimal Conductivity in Aqueous Electrolytes
  3. The Effect of Low Weight Percent Multiwalled Carbon Nanotubes on the Dielectric Properties of Non-Conducting Polymer/Ceramic Nanocomposites for Energy Storage Materials
  4. Synthesis, Characterization and Electrical Conductivity of Silver Doped Polyvinyl Acetate/Graphene Nanocomposites: A Novel Humidity Sensor
  5. Preparation, Physical Characterization and Adsorption Properties of Synthesized Co–Ni–Cr Nanocomposites for Highly Effective Removal of Nitrate: Isotherms, Kinetics and Thermodynamic Studies
  6. New Heterocyclic Derivative to Stop Carbon Steel Corrosion
  7. Investigating of Erosion-Corrosion Behavior of Carbon Steel in Egyptian Crude Oil-Water Mixture Using Electrochemical Method
  8. Structural, Vibrational and UV/Vis Studies of Adamantane-Containing Triazole Thiones by Spectral, DFT and Multi-reference ab initio Methods
  9. The Effect of Grain Size and Shape on Sliding Friction of Wet Granular Media
  10. Decomposition Kinetics of Levofloxacin: Drug-Excipient Interaction
  11. ZnO/UV/H2O2 Based Advanced Oxidation of Disperse Red Dye
  12. An Efficient Ultrasonic-Assisted Synthesis and Nonlinear Optical Property of Donor (D) -π-Acceptor (A) Chalcone (DDFP)
  13. Synthesized and Photocatalytic Mechanism of the NiO Supported YMnO3 Nanoparticles for Photocatalytic Degradation of the Methyl Orange Dye
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