Intermolecular perturbation in the self‑assembly of melamine
A theoretical study has been conducted on a set of supramolecular complexes based on 1,3,5-triazine-2,4,6- triamine, or melamine (M), with cyanuric acid (CA), trithiocyanuric acid (TCA), and two mono-substituted derivatives of CA with chlorine (CACl) and bromine (CABr). The study was carried ou...
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| Autores principales: | , , , , |
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| Formato: | Artículo |
| Lenguaje: | Inglés |
| Publicado: |
Springer
2021
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| Materias: | |
| Acceso en línea: | http://repositorio.unne.edu.ar/handle/123456789/27918 |
| Aporte de: |
| Sumario: | A theoretical study has been conducted on a set
of supramolecular complexes based on 1,3,5-triazine-2,4,6-
triamine, or melamine (M), with cyanuric acid (CA), trithiocyanuric
acid (TCA), and two mono-substituted derivatives
of CA with chlorine (CACl) and bromine (CABr).
The study was carried out on 12 complexes, M/(CA)n, M/
(TCA)n, M/(CACl)n, M/(CABr)n, with n = 1, 2 and 3, by
the density functional theory employing the ω-B97XD
functional with the 6-311++G(d,p) basis set. Information
about the intermolecular perturbation over M and the interactions
that drive the self-assembly of these species has
been obtained from the quantum theory of atoms in molecules
and a natural bond orbital analysis. The harmonic
oscillator model of aromaticity, the para-delocalization
index, the fluctuation aromatic index, and two electron charge density descriptors were used to evaluate the aromaticity
of M in each complex. Results show that the hydrogen
and halogen (XBs) bond interactions, which direct the
self-assembly process in these complexes, are anti-cooperative.
Binding energies decrease in the following order: M/
(CA)n > M/(TCA)n > M/(CABr)n > M/(CACl)n (for all values
of n). Brominated CA arises as a potential compound to
self-assembly with M via XBs. |
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