Impact of confinement in multimolecular inclusion compounds of melamine and cyanuric acid

Supramolecular cavities can be found in clathrates and self-assembling capsules. In these computational experiments, we studiedthe effect of folding planar hydrogen-bonded supramolecules of melamine (M) and cyanuric acid (CA) intostablecage-like quartets. Based on dispersion-corrected density...

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Autores principales: Petelski, André Nicolai, Pamies, Silvana Carina, Sejas, Agustín Gabriel, Peruchena, Nélida María, Sosa, Gladis Laura
Formato: Artículo publisherVersion
Lenguaje:Inglés
Publicado: 2022
Materias:
chemistry
Acceso en línea:http://hdl.handle.net/20.500.12272/6843
Aporte de:
RIA - Repositorio Institucional Abierto (UTN) de Universidad Tecnológica Nacional
id I68-R174-20.500.12272-6843
record_format dspace
institution Universidad Tecnológica Nacional
institution_str I-68
repository_str R-174
collection RIA - Repositorio Institucional Abierto (UTN)
language Inglés
topic chemistry
spellingShingle chemistry
Petelski, André Nicolai
Pamies, Silvana Carina
Sejas, Agustín Gabriel
Peruchena, Nélida María
Sosa, Gladis Laura
Impact of confinement in multimolecular inclusion compounds of melamine and cyanuric acid
topic_facet chemistry
description Supramolecular cavities can be found in clathrates and self-assembling capsules. In these computational experiments, we studiedthe effect of folding planar hydrogen-bonded supramolecules of melamine (M) and cyanuric acid (CA) intostablecage-like quartets. Based on dispersion-corrected density functional theory calculations at the wB97XD/6-311++G(d,p) level, we show the flexibility of M and CA molecules to form free confined spaces. Our bonding analysis indicatesthat only CA can form a cage which is more stable than their planar systems. We then studied the capacity of the complexes to host ionic and neutral monoatomic species like Na+, Cl-and Ar. The encapsulation energies range from -2 to -65 kcal mol-1. A detailed energy decomposition analysis (EDA) support the fact that the triazine ring of CA is superior to the M one to capture chloride ions. In addition, the EDA and the topology of the electron density, by means of the Atoms in Molecules (AIM) theory and electrostatic potential maps, reveal the nature of the host-guest interactions in the confined space. The CA cluster appears to be the best multimolecular inclusion compound because it can host the three species by keeping its cage structure, and therefore could also act as a dual receptor of the ionic pair Na+Cl-. We think these findings could inspire the design of new heteromolecular inclusion compounds based on triazines and hydrogen bonds.
format Artículo
publisherVersion
author Petelski, André Nicolai
Pamies, Silvana Carina
Sejas, Agustín Gabriel
Peruchena, Nélida María
Sosa, Gladis Laura
author_facet Petelski, André Nicolai
Pamies, Silvana Carina
Sejas, Agustín Gabriel
Peruchena, Nélida María
Sosa, Gladis Laura
author_sort Petelski, André Nicolai
title Impact of confinement in multimolecular inclusion compounds of melamine and cyanuric acid
title_short Impact of confinement in multimolecular inclusion compounds of melamine and cyanuric acid
title_full Impact of confinement in multimolecular inclusion compounds of melamine and cyanuric acid
title_fullStr Impact of confinement in multimolecular inclusion compounds of melamine and cyanuric acid
title_full_unstemmed Impact of confinement in multimolecular inclusion compounds of melamine and cyanuric acid
title_sort impact of confinement in multimolecular inclusion compounds of melamine and cyanuric acid
publishDate 2022
url http://hdl.handle.net/20.500.12272/6843
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