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A DFT study on adsorption of diazinon and fenitrothion on nanocages B12N12 and B12P12

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Abstract

The adsorption of the pesticides containing diazinon and fenitrothion on nanocages including B12N12 and B12P12 was studied by theoretical methods. One of the most important results in the current work is that B12P12 can neither absorb diazinon nor fenitrothion well under any adsorption positions. The most suitable adsorption position for adsorption of diazinon on B12N12 is the position in which the oxygen atom attached to the ethyl group is located near the boron atom of the nanocage but it is related to adsorption through NO2 group in fenitrothion (ONO-B). The chemical potential of B12N12 is more negative than diazinon, thus, electron density fluxes from diazinon to B12N12, while it takes place from B12N12 to fenitrothion. The energy gap is significantly reduced on the adsorption of molecules on B12N12, indicating that the electrons transfer becomes easier from the valence band to the conductivity band and consequently the conductivity is increased.

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All data generated or analyzed during this study are included in this paper.

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References

  1. Huston PL, Pignatello JJ (1999) Degradation of selected pesticide active ingredients and commercial formulations in water by the photo-assisted Fenton reaction. Water Res 33:1238–1246

    Article  CAS  Google Scholar 

  2. Hornsby AG, Wauchope RD, Herner A (1995) Pesticide properties in the environment, Springer Science & Business Media

  3. Karataş A, Bahçeci Z (2009) Toxic effects of diazinon on adult individuals of Drosophila melanogaster. J Appl Biol Chem 3:111–117

    Google Scholar 

  4. Saabia L, Maurer I, Bustosobregon E (2009) Melanin prevent damage elicited by the organophosphorous pesticide diazinon on the mouse testis. Ecotoxicol Environ Saf 72:938–942

    Article  Google Scholar 

  5. Saxena P, Mani K (1988) Effect of safe concentrations of some pesticides on thyroid in the freshwater murrel, Channa punctatus: a histopathological study. Environ Pollut 55:97–105

    Article  CAS  PubMed  Google Scholar 

  6. Abdel-Ghany R, Mohammed E, Anis S, Barakat W (2016) Impact of exposure to fenitrothion on vital organs in rats. J Toxicol 2016

  7. Cruz-Guzmán M, Celis R, Hermosin MC, Koskinen WC, Cornejo J (2005) Adsorption of pesticides from water by functionalized organobentonites. J Agric Food Chem 53:7502–7511

    Article  PubMed  Google Scholar 

  8. Ayranci E, Hoda N (2005) Adsorption kinetics and isotherms of pesticides onto activated carbon-cloth. Chemosphere 60:1600–1607

    Article  CAS  PubMed  Google Scholar 

  9. Beheshtian J, Kamfiroozi M, Bagheri Z, Ahmadi A (2012) Theoretical study of hydrogen adsorption on the B12P12 fullerene-like nanocluster. Comput Mater Sci 54:115–118

    Article  CAS  Google Scholar 

  10. Soleymani M, Khavidaki HD (2017) Inactivation possibility of pyrene by C20 fullerene via cycloaddition reactions: a theoretical study. Comput Theor Chem 1112:37–45

    Article  CAS  Google Scholar 

  11. Soleymani M, Khavidaki D (2020) H., Functionalization of the C20 fullerene by pyridine and pyrimidine: a theoretical study. Iran Chem Commun 8:111–122

    Google Scholar 

  12. Dashti Khavidaki H, Soleymani M (2020) A DFT study on adsorption of alanine on pristine, functionalized and boron and/or nitrogen doped functionalized C60 fullerenes. Phys Chem Res 8:657–669

    Google Scholar 

  13. Soleymani M, Khavidaki HD, Hosseini M (2020) Three-component coupling reaction of the C 60 fullerene, indole and propargyl bromide: a theoretical study. React Kinet Mech Catal 130:75–90

    Article  CAS  Google Scholar 

  14. Soleymani M (2019) Theoretical study on the [4+ 2] cycloaddition of 1, 3-dimethylindole with 2, 6-dimethylquinone. Struct Chem 30:1173–1184

    Article  CAS  Google Scholar 

  15. Soleymani M, Emamian S (2020) Regio- and stereochemistry in the aza-Diels–Alder reaction of an azoalkene with furan and 2,3-dihydrofuran: a molecular electron density theory study. Struct Chem 31:2161–2170

    Article  CAS  Google Scholar 

  16. Frisch M, Trucks G, Schlegel H, Scuseria G, Robb M, Cheeseman J, Scalmani G, Barone V, Mennucci B, Petersson G (2009) Gaussian 09, Revision E. 01, Gaussian, Inc., Wallingford, CT, USA

  17. Zhao Y, Truhlar DG (2006) Comparative DFT study of van der Waals complexes: rare-gas dimers, alkaline-earth dimers, zinc dimer, and zinc-rare-gas dimers. J Phys Chem A 110:5121–5129

    Article  CAS  PubMed  Google Scholar 

  18. Tomasi J, Persico M (1994) Molecular interactions in solution: an overview of methods based on continuous distributions of the solvent. Chem Rev 94:2027–2094

    Article  CAS  Google Scholar 

  19. Simkin BIAk, Sheĭkhet IIi (1995) Quantum chemical and statistical theory of solutions: a computational approach, Ellis Horwood

  20. Barone V, Cossi M, Tomasi J (1998) Geometry optimization of molecular structures in solution by the polarizable continuum model. J Comput Chem 19:404–417

    Article  CAS  Google Scholar 

  21. Cossi M, Barone V, Cammi R, Tomasi J (1996) Ab initio study of solvated molecules: a new implementation of the polarizable continuum model. Chem Phys Lett 255:327–335

    Article  CAS  Google Scholar 

  22. Parr RG, Pearson RG (1983) Absolute hardness: companion parameter to absolute electronegativity. J Am Chem Soc 105:7512–7516

    Article  CAS  Google Scholar 

  23. Parr RG, Weitao Y (1989) Density-functional theory of atoms and molecules. Oxford University Press

    Google Scholar 

  24. Parr RG, Lv S, Liu S (1999) Electrophilicity index. J Am Chem Soc 121:1922–1924

    Article  CAS  Google Scholar 

  25. Lu T, Chen F (2012) Multiwfn: a multifunctional wavefunction analyzer. J Comput Chem 33:580–592

    Article  PubMed  Google Scholar 

  26. Lefebvre C, Rubez G, Khartabil H, Boisson J-C, Contreras-García J, Henon E (2017) Accurately extracting the signature of intermolecular interactions present in the NCI plot of the reduced density gradient versus electron density. Phys Chem Chem Phys 19:17928–17936

    Article  CAS  PubMed  Google Scholar 

  27. Bader RF, Biegler-König F, Schönbohm J (2001) AIM2000. J Comput Chem 22:545–559

  28. Geerlings P, De Proft F, Langenaeker W (2003) Conceptual density functional theory. Chem Rev 103:1793–1874

    Article  CAS  PubMed  Google Scholar 

  29. Bader R (1990) A quantum theory. Clarendon, Oxford

    Google Scholar 

  30. Bader RF, Essén H (1984) The characterization of atomic interactions. J Chem Phys 80:1943–1960

    Article  CAS  Google Scholar 

  31. Fradera X, Austen MA, Bader RF (1999) The Lewis model and beyond. J Phys Chem A 103:304–314

    Article  CAS  Google Scholar 

  32. Becke A (2007) The quantum theory of atoms in molecules: from solid state to DNA and drug design. John Wiley & Sons

    Google Scholar 

  33. Jeffrey GA, Jeffrey GA (1997) An introduction to hydrogen bonding. Oxford University Press, New York

    Google Scholar 

  34. Johnson ER, Keinan S, Mori-Sánchez P, Contreras-García J, Cohen AJ, Yang W (2010) Revealing noncovalent interactions. J Am Chem Soc 132:6498–6506

    Article  CAS  PubMed  PubMed Central  Google Scholar 

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Funding

The authors thank the Ayatollah Boroujerdi University for its supports.

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Authors and Affiliations

  1. Chemistry Department, Faculty of Basic Science, Ayatollah Boroujerdi University, Boroujerd, Iran

    Hossein Dashti Khavidaki, Mousa Soleymani & Shadi Shirzadi

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  1. Hossein Dashti Khavidaki
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  2. Mousa Soleymani
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  3. Shadi Shirzadi
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Contributions

All authors conceived and designed the calculations; analyzed and interpreted the data based on the considered softwares (Gaussian, AIM, and IGM) and wrote the paper.

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Correspondence to Hossein Dashti Khavidaki.

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Khavidaki, H.D., Soleymani, M. & Shirzadi, S. A DFT study on adsorption of diazinon and fenitrothion on nanocages B12N12 and B12P12. Struct Chem 34, 1133–1142 (2023). https://doi.org/10.1007/s11224-022-02062-3

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