Computational investigation of vanillin@βéta-cyclodextrin inclusion complex: Electronic and intermolecular analysis

Meryem, Gheribi; Ksouri, R.; Fatiha, Madi; Leila, Nouar; Aziz, Bouhadiba Abdel; Imane, Djellala; Merdès, Rachid

doi:10.1016/j.molliq.2020.114839

Cited by 15 publications

(6 citation statements)

References 36 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The examples that directly show a vast area of DFT applicability for CD systems analysis are studies of the β-CD complexes, with 8-anilinophthalene-sulfonate [84], benzyl isothiocyanthe [23], metheonine [98] or vanillina [107]. In these works, the DFT approach was used to perform geometry optimization, obtain interaction and stabilization energies, calculate thermodynamic properties, use QTAIM and NBO analysis approaches, and simulate NMR and absorption spectra.…”

Section: Analyzed CD Complexesmentioning

confidence: 99%

Current Status of Quantum Chemical Studies of Cyclodextrin Host–Guest Complexes

Mazurek

Szeleszczuk

2022

Molecules

View full text Add to dashboard Cite

This article aims to review the application of various quantum chemical methods (semi-empirical, density functional theory (DFT), second order Møller–Plesset perturbation theory (MP2)) in the studies of cyclodextrin host–guest complexes. The details of applied approaches such as functionals, basis sets, dispersion corrections or solvent treatment methods are analyzed, pointing to the best possible options for such theoretical studies. Apart from reviewing the ways that the computations are usually performed, the reasons for such studies are presented and discussed. The successful applications of theoretical calculations are not limited to the determination of stable conformations but also include the prediction of thermodynamic properties as well as UV–Vis, IR, and NMR spectra. It has been shown that quantum chemical calculations, when applied to the studies of CD complexes, can provide results unobtainable by any other methods, both experimental and computational.

show abstract

Section: Analyzed CD Complexesmentioning

confidence: 99%

Current Status of Quantum Chemical Studies of Cyclodextrin Host–Guest Complexes

Mazurek

Szeleszczuk

2022

Molecules

View full text Add to dashboard Cite

show abstract

“…This change observed may also be attributed to the replacement of the solvation shell around the guest entirely or partially by the CD molecule, which creates a new environment for the interactions suggested by the formation of the inclusion complex 71 . Meryem et al investigated the intermolecular interaction between vanillin and β-CD, suggesting that both H-bond and van der Waals interactions were the major contributions to stabilizing the inclusion complex and thus concluding the vanillin was totally embedded into the β-CD 59 .…”

Section: Determination Of the Association Constantmentioning

confidence: 99%

“…Computational study of the vanillin-β-CD inclusion complex was investigated using energy decomposition analysis, natural bond orbitals, noncovalent interactions-reduced density gradient, and independent gradient model to quantify the nature of non-covalent intermolecular between vanillin and β-CD suggesting the structure of the inclusion complex 59 .…”

Section: Introductionmentioning

confidence: 99%

UV-Vis Spectroscopic Characterization of β-Cyclodextrin-Vanillin Inclusion Complex

Eteer¹

2022

Mediterr.J.Chem.,

View full text Add to dashboard Cite

<p>Cyclodextrin molecules can form inclusion complexes with various compounds of appropriate shape and size. The complexation can enhance the solubility and stability of the inclusion guest compound. The stoichiometry and stability constant of the host-guest complex are highly important for physical, chemical, biological, and environmental studies. A simple and rapid spectroscopic method investigated the inclusion of vanillin and β-cyclodextrin (β-CD). The continuous variation technique was used to estimate the stoichiometry of the inclusion complex. The association constant of vanillin with β-CD was determined by using Benesi- Hildebrand and Scott's methods which were calculated to be 179 and 187 M<sup>-1,</sup> respectively, with the stoichiometry ratio, was 1:1 for the inclusion complex of β-CD with vanillin.</p>

show abstract

“…Due to their particular molecular structure, which consists of an exterior hydrophilic and an interior cavity that is hydrophobic, they can form inclusion complexes with a variety of guest molecules that have the appropriate polarity and dimensions [20][21][22].…”

Section: Introductionmentioning

confidence: 99%

Computational investigation of dimethoate and β-cyclodextrin inclusion complex: molecular structures, intermolecular interactions, and electronic analysis

et al. 2023

View full text Add to dashboard Cite

The proposed study concerns the inclusion complexation of dimethoate (DMT) in the β-cyclodextrin (β-CD) molecule cage using a 1:1 stoichiometry. The interactions between DMT and -CD were evaluated using PM7 and DFT in water and gas with base 6-31G(d,p); using the CAMB3LYP functional.All approaches agree with the optimal 3D structure, which includes full DMT inclusion in the CD cavity. Complexation, LUMO, and HOMO energies were computed. The natural bond orbital (NBO) and UV-visible calculations were determined and discussed. Additionally, the non-covalent intermolecular interactions between dimethoate and β-cyclodextrin are investigated through: reduced density gradient (RDG), non-covalent interaction (NCI) and independent gradient model (IGM) that the main forces stabilizing the examined inclusion complex are H-bond and Van Der Waals interactions. Furthermore, the energy decomposition analysis (EDA) emphasizes the importance of the H-bond as attractive interactions.

show abstract

Computational investigation of vanillin@βéta-cyclodextrin inclusion complex: Electronic and intermolecular analysis

Cited by 15 publications

References 36 publications

Current Status of Quantum Chemical Studies of Cyclodextrin Host–Guest Complexes

Current Status of Quantum Chemical Studies of Cyclodextrin Host–Guest Complexes

UV-Vis Spectroscopic Characterization of β-Cyclodextrin-Vanillin Inclusion Complex

Computational investigation of dimethoate and β-cyclodextrin inclusion complex: molecular structures, intermolecular interactions, and electronic analysis

Contact Info

Product

Resources

About