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Effect of cyclodextrins inclusion complexes into absorption and emission spectra of P-methylaminobenzoate derivatives: A DFT and TD-DFT investigation

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Abstract

In this study, density functional theory (DFT) and time-dependent DFT (TD-DFT) studies of methyl 4-aminobenzoate and methyl 4- amino-2-hydroxybenzoate and their inclusions complexes with α and γ-cyclodextrins were applied to control the effect of cyclodextrins on the absorption and emission properties of P-methylaminobenzoate derivatives. Absorption and emission spectra of free and encapsulated P-methylaminobenzoate derivatives were successfully analysed and compared with experimental results. Interestingly, conformational changes between ground and excited states of both fluorophores were also studied.

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Acknowledgements

The investigation was supported by the Algerian Ministry of Higher Education and Scientific Research (project PRFU B00L01UN240120200002).

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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

    Sonia Badi, Fatiha Madi & Leila Nouar

  2. Laboratory of Water and Environmental Sciences, Department of Material Sciences, Faculty of Technology and Sciences, Messadia Med Cherif University, Souk Ahras, Algeria

    Sonia Badi & abdelhak Gheid

Authors
  1. Sonia Badi
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  2. Fatiha Madi
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  3. Leila Nouar
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  4. abdelhak Gheid
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Contributions

Badi Sonia performed the calculation and analyse the results. Madi fatiha wrote the manuscript. Nouar Leila revise the manuscript. Gheid abdelhak supervised the work.

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Correspondence to Fatiha Madi.

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Highlights

•  DFT and TD-DFT methods were successfully applied to obtain ground and excited states geometries of P-methylaminobenzoate derivatives guests and their inclusion complexes (1:1) with α and γ-CDs.

•  Largely modification of absorption and emission spectra of methyl 4-aminobenzoate (guest 1) and methyl 4- amino-2-hydroxybenzoate (guest2) were observed after interactions with CDs.

•  The presence of two overlapping bands on absorption and emission spectra confirm the formation of inclusion complex.

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Supplementary file1 (DOCX 8321 KB)

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Badi, S., Madi, F., Nouar, L. et al. Effect of cyclodextrins inclusion complexes into absorption and emission spectra of P-methylaminobenzoate derivatives: A DFT and TD-DFT investigation. J Fluoresc 33, 1457–1467 (2023). https://doi.org/10.1007/s10895-023-03146-x

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