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Halogen Bond-Involving Self-Assembly of Iodonium Carboxylates: Adding a Dimension to Supramolecular Architecture
We designed 0D, 1D, and 2D supramolecular assemblies made of diaryliodonium salts (functioning as double σ-hole donors) and carboxylates (as σ-hole acceptors). The association was based on two charge-supported halogen bonds (XB), which occurred between I(III) sites of the iodonium cations and the ca...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10573078/ https://www.ncbi.nlm.nih.gov/pubmed/37834088 http://dx.doi.org/10.3390/ijms241914642 |
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author | Radzhabov, Amirbek D. Ledneva, Alyona I. Soldatova, Natalia S. Fedorova, Irina I. Ivanov, Daniil M. Ivanov, Alexey A. Yusubov, Mekhman S. Kukushkin, Vadim Yu. Postnikov, Pavel S. |
author_facet | Radzhabov, Amirbek D. Ledneva, Alyona I. Soldatova, Natalia S. Fedorova, Irina I. Ivanov, Daniil M. Ivanov, Alexey A. Yusubov, Mekhman S. Kukushkin, Vadim Yu. Postnikov, Pavel S. |
author_sort | Radzhabov, Amirbek D. |
collection | PubMed |
description | We designed 0D, 1D, and 2D supramolecular assemblies made of diaryliodonium salts (functioning as double σ-hole donors) and carboxylates (as σ-hole acceptors). The association was based on two charge-supported halogen bonds (XB), which occurred between I(III) sites of the iodonium cations and the carboxylate anions. The sequential introduction of the carboxylic groups in the aryl ring of the benzoic acid added a dimension to the 0D supramolecular organization of the benzoate, which furnished 1D-chained and 2D-layered structures when terephthalate and trimesate anions, correspondingly, were applied as XB acceptors. The structure-directing XB were studied using DFT calculations under periodic boundary conditions and were followed by the one-electron-potential analysis and the Bader atoms-in-molecules topological analysis of electron density. These theoretical methods confirmed the existence of the XB and verified the philicities of the interaction partners in the designed solid-state structures. |
format | Online Article Text |
id | pubmed-10573078 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-105730782023-10-14 Halogen Bond-Involving Self-Assembly of Iodonium Carboxylates: Adding a Dimension to Supramolecular Architecture Radzhabov, Amirbek D. Ledneva, Alyona I. Soldatova, Natalia S. Fedorova, Irina I. Ivanov, Daniil M. Ivanov, Alexey A. Yusubov, Mekhman S. Kukushkin, Vadim Yu. Postnikov, Pavel S. Int J Mol Sci Article We designed 0D, 1D, and 2D supramolecular assemblies made of diaryliodonium salts (functioning as double σ-hole donors) and carboxylates (as σ-hole acceptors). The association was based on two charge-supported halogen bonds (XB), which occurred between I(III) sites of the iodonium cations and the carboxylate anions. The sequential introduction of the carboxylic groups in the aryl ring of the benzoic acid added a dimension to the 0D supramolecular organization of the benzoate, which furnished 1D-chained and 2D-layered structures when terephthalate and trimesate anions, correspondingly, were applied as XB acceptors. The structure-directing XB were studied using DFT calculations under periodic boundary conditions and were followed by the one-electron-potential analysis and the Bader atoms-in-molecules topological analysis of electron density. These theoretical methods confirmed the existence of the XB and verified the philicities of the interaction partners in the designed solid-state structures. MDPI 2023-09-27 /pmc/articles/PMC10573078/ /pubmed/37834088 http://dx.doi.org/10.3390/ijms241914642 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Radzhabov, Amirbek D. Ledneva, Alyona I. Soldatova, Natalia S. Fedorova, Irina I. Ivanov, Daniil M. Ivanov, Alexey A. Yusubov, Mekhman S. Kukushkin, Vadim Yu. Postnikov, Pavel S. Halogen Bond-Involving Self-Assembly of Iodonium Carboxylates: Adding a Dimension to Supramolecular Architecture |
title | Halogen Bond-Involving Self-Assembly of Iodonium Carboxylates: Adding a Dimension to Supramolecular Architecture |
title_full | Halogen Bond-Involving Self-Assembly of Iodonium Carboxylates: Adding a Dimension to Supramolecular Architecture |
title_fullStr | Halogen Bond-Involving Self-Assembly of Iodonium Carboxylates: Adding a Dimension to Supramolecular Architecture |
title_full_unstemmed | Halogen Bond-Involving Self-Assembly of Iodonium Carboxylates: Adding a Dimension to Supramolecular Architecture |
title_short | Halogen Bond-Involving Self-Assembly of Iodonium Carboxylates: Adding a Dimension to Supramolecular Architecture |
title_sort | halogen bond-involving self-assembly of iodonium carboxylates: adding a dimension to supramolecular architecture |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10573078/ https://www.ncbi.nlm.nih.gov/pubmed/37834088 http://dx.doi.org/10.3390/ijms241914642 |
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