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Synthesis of axially silicon phthalocyanine substituted with bis- (3,4-dimethoxyphenethoxy) groups, DFT and molecular docking studies

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Abstract

Axially bis-substituted silicon phthalocyanine was synthesized from the reaction of 2-(3,4-dimethoxy phenyl) ethanol and SiPcCl2. The structure of the compound was justified by FT-IR, 1 H NMR, 13 C NMR, UV-Vis, and mass spectra. The conglomeration action of the phthalocyanine compound was determined by UV-visible spectra at different concentrations and in different solvents. Some parameters of this axial silicon phthalocyanine compound were investigated by computational chemistry. Structural optimization of axial silicon phthalocyanine substituted with compound, HOMO-LUMO energies and MEP maps was performed by density functional theory (DFT) studies. In addition, a chemical bond analysis of the molecule was performed with quantum theory atom in molecules (QTAIM). Finally, a molecular docking study was applied to this new phthalocyanine molecule in its binding mechanism.

Graphical Abstract

Axially bis-substituted silicon phthalocyanine was synthesized by the newly designed reaction. The structure was characterized. Some parameters of this axial silicon phthalocyanine compound were investigated and analyzes were made with DFT studies and QTAIM. Finally, molecular docking work was applied.

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Acknowledgements

We would like to thank Van Yüzüncü Yıl University Scientific Research Projects Unit and Science Application and Research Center for their support (FBA-2022-9776).

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Van Yuzuncu Yıl University, 65080, Van, Turkey

    Derya Gungordu Solgun & Mehmet Salih Ağirtaş

  2. Department of Chemistry, Faculty of Arts and Sciences, Kafkas University, Kars, Turkey

    Aslihan Aycan Tanriverdi

  3. Engineering and Architecture Faculty, Department of Bioengineering, Kafkas University, 36100, Kars, Turkey

    Umit Yildiko

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  1. Derya Gungordu Solgun
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  2. Aslihan Aycan Tanriverdi
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  3. Umit Yildiko
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Correspondence to Mehmet Salih Ağirtaş.

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Solgun, D.G., Tanriverdi, A.A., Yildiko, U. et al. Synthesis of axially silicon phthalocyanine substituted with bis- (3,4-dimethoxyphenethoxy) groups, DFT and molecular docking studies. J Incl Phenom Macrocycl Chem 102, 851–860 (2022). https://doi.org/10.1007/s10847-022-01164-z

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