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Fragmentation route of doubly ionized benzene, aniline, and nitroanilines monomers using a novel protocol from density functional theory and QTAIM

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Abstract

The possibility of finding the fragmentation routes by theoretical methods led us to compare the molecular ions between neutral molecules of benzene, aniline, and o-, m-, and p-nitroaniline, using the density functional theory (DFT), under an aug-cc-pVDZ base set and a B3LYP exchange-correlation functional. After determining the structure and electronic energy of neutral and doubly ionized species, we used a new protocol based on analyzing Wiberg’s binding indexes and the quantum theory of atoms in Bader molecules (QTAIM). The charge transfer and electronic distribution in aromatic monomers indicate the possibility of fragment formation in at least two pairs of carbon-carbon (CC) atoms. They show the possible loss of the -CNH2 and -NO2 groups in the aniline and nitroaniline molecules doubly ionized.

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Abbreviations

oNA:

ortho-Nitroanilines

mNA:

meta-Nitroanilines

pNA:

para-Nitroanilines

BZ:

Benzene

ANI:

Aniline

NA:

Nitroanilines

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Acknowledgements

This work has been financially supported by CAPES for providing post-graduate scholarship and the Institute of Physics, University of Brasília (UnB). In memory of Dra. Maria Suely P. Mundin (UnB).

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  1. Carlos X. Oliveira and Fabio L.P. Costa contributed equally to this work.

Authors and Affiliations

  1. Department of Physics, UnB, Campus Darcy Ribeiro, Brasilia-DF, Brazil

    Carlos X. Oliveira

  2. Department of Chemistry, UFJ, Jataí, GO, Brazil

    Fabio L.P. Costa

  3. Faculty of Natural Science, Institute of Exact and Natural Sciences, UFPA, Belem, PA, Brazil

    Gunar V. S. Mota

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  1. Carlos X. Oliveira
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Contributions

Ms. Carlos Xavier de Oliveira: conceptualization, investigation, methodology, visualization, writing-original draft. Dr. Fabio L P Costa: data curation, writing-review editing. Dr. Gunar V S Mota: visualization, writing-review editing.

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Correspondence to Gunar V. S. Mota.

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Oliveira, C.X., Costa, F.L. & Mota, G.V.S. Fragmentation route of doubly ionized benzene, aniline, and nitroanilines monomers using a novel protocol from density functional theory and QTAIM. J Mol Model 29, 53 (2023). https://doi.org/10.1007/s00894-023-05461-3

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