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2,6-Dinitroaniline and β-cyclodextrin inclusion complex properties studied by different analytical methods.

Krishnan Srinivasan1, Krishnamoorthy Sivakumar2, Thambusamy Stalin1

  • 1Department of Industrial Chemistry, School of Chemical Sciences, Alagappa University, Karaikudi 630 003, Tamilnadu, India.

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|September 27, 2014
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Summary

Researchers studied the supramolecular host-guest inclusion complex of 2,6-Dinitroaniline (2,6-DNA) with β-cyclodextrin (β-CD). Experimental and computational methods confirmed the formation and properties of the 2,6-DNA-β-CD inclusion complex.

Keywords:
2,6-DinitroanilineInclusion complexPatch dock serverβ-Cyclodextrin

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Area of Science:

  • Supramolecular Chemistry
  • Analytical Chemistry
  • Materials Science

Background:

  • 2,6-Dinitroaniline (2,6-DNA) is an important chemical compound.
  • β-cyclodextrin (β-CD) possesses a nano-hydrophobic cavity suitable for forming inclusion complexes.
  • Understanding host-guest complex formation is crucial for various applications.

Purpose of the Study:

  • To investigate the formation of supramolecular host-guest inclusion complex between 2,6-DNA and β-CD in solution.
  • To characterize the prototropic behaviors and acidity of the 2,6-DNA-β-CD complex.
  • To confirm the solid-state inclusion complex formation and correlate experimental findings with computational predictions.

Main Methods:

  • UV-visible spectrophotometry for studying complex formation and prototropic behavior.
  • Cyclic voltammetry (CV) for electrochemical analysis.
  • Spectrophotometric determination of ground state acidity constant (pKa).
  • Benesi-Hildebrand plot for calculating binding constant and thermodynamic parameter (ΔG).
  • (1)H NMR, FT-IR, XRD, and SEM for solid-state complex characterization.
  • Molecular docking studies for computational validation.

Main Results:

  • The formation of the 2,6-DNA-β-CD inclusion complex in the solution phase was successfully studied.
  • Prototropic behaviors and the pKa of the 2,6-DNA-β-CD complex were determined.
  • Binding constant and thermodynamic parameters (ΔG) were calculated, indicating complex stability.
  • Solid-state inclusion complex formation was confirmed using various spectroscopic and analytical techniques.
  • Molecular docking results showed good correlation with experimental findings.

Conclusions:

  • Supramolecular host-guest inclusion complex formation between 2,6-DNA and β-CD occurs effectively in the solution phase.
  • The study provides comprehensive characterization of the 2,6-DNA-β-CD complex using both experimental and computational approaches.
  • The findings validate the use of β-CD as a host for 2,6-DNA and offer insights into their interaction mechanisms.