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Potassium Complexes of Quercetin-5′-Sulfonic Acid and Neutral O-Donor Ligands: Synthesis, Crystal Structure, Thermal Analysis, Spectroscopic Characterization and Physicochemical Properties
The coordination ability of QSA(−) ligand towards potassium cations was investigated. Potassium complex of quercetin-5’-sulfonate of the general formula [KQSA(H(2)O)(2)](n) was obtained. The [KQSA(H(2)O)(2)] (1) was a starting compound for solvothermal syntheses of acetone (2) and dimethylsulfoxide...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8625810/ https://www.ncbi.nlm.nih.gov/pubmed/34832203 http://dx.doi.org/10.3390/ma14226798 |
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author | Maciołek, Urszula Mendyk, Ewaryst Kosińska-Pezda, Małgorzata Kamiński, Daniel M. Kozioł, Anna E. |
author_facet | Maciołek, Urszula Mendyk, Ewaryst Kosińska-Pezda, Małgorzata Kamiński, Daniel M. Kozioł, Anna E. |
author_sort | Maciołek, Urszula |
collection | PubMed |
description | The coordination ability of QSA(−) ligand towards potassium cations was investigated. Potassium complex of quercetin-5’-sulfonate of the general formula [KQSA(H(2)O)(2)](n) was obtained. The [KQSA(H(2)O)(2)] (1) was a starting compound for solvothermal syntheses of acetone (2) and dimethylsulfoxide (3) complexes. For the crystalline complexes 1–3, crystals morphology was analyzed, IR and Raman spectra were registered, as well as thermal analysis for 1 was performed. Moreover, for 1 and 3, molecular structures were established. The potassium cations are coordinated by eight oxygen atoms (KO(8)) of a different chemical nature; coordinating groups are sulfonic, hydroxyl, and carbonyl of the QSA(−) anion, and neutral molecules—water (1) or DMSO (3). The detailed thermal studies of 1 confirmed that water molecules were strongly bonded in the complex structure. Moreover, it was stated that decomposition processes depended on the atmosphere used above 260 °C. The TG–FTIR–MS technique allowed the identification of gaseous products evolving during oxidative decomposition and pyrolysis of the analyzed compound: water vapor, carbon dioxide, sulfur dioxide, carbonyl sulfide, and carbon monoxide. The solubility studies showed that 1 is less soluble in ethanol than quercetin dihydrate in ethanol, acetone, and DMSO. The exception was aqueous solution, in which the complex exhibited significantly enhanced solubility compared to quercetin. Moreover, the great solubility of 1 in DMSO explained the ease of ligand exchange (water for DMSO) in [KQSA(H(2)O)(2)]. |
format | Online Article Text |
id | pubmed-8625810 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-86258102021-11-27 Potassium Complexes of Quercetin-5′-Sulfonic Acid and Neutral O-Donor Ligands: Synthesis, Crystal Structure, Thermal Analysis, Spectroscopic Characterization and Physicochemical Properties Maciołek, Urszula Mendyk, Ewaryst Kosińska-Pezda, Małgorzata Kamiński, Daniel M. Kozioł, Anna E. Materials (Basel) Article The coordination ability of QSA(−) ligand towards potassium cations was investigated. Potassium complex of quercetin-5’-sulfonate of the general formula [KQSA(H(2)O)(2)](n) was obtained. The [KQSA(H(2)O)(2)] (1) was a starting compound for solvothermal syntheses of acetone (2) and dimethylsulfoxide (3) complexes. For the crystalline complexes 1–3, crystals morphology was analyzed, IR and Raman spectra were registered, as well as thermal analysis for 1 was performed. Moreover, for 1 and 3, molecular structures were established. The potassium cations are coordinated by eight oxygen atoms (KO(8)) of a different chemical nature; coordinating groups are sulfonic, hydroxyl, and carbonyl of the QSA(−) anion, and neutral molecules—water (1) or DMSO (3). The detailed thermal studies of 1 confirmed that water molecules were strongly bonded in the complex structure. Moreover, it was stated that decomposition processes depended on the atmosphere used above 260 °C. The TG–FTIR–MS technique allowed the identification of gaseous products evolving during oxidative decomposition and pyrolysis of the analyzed compound: water vapor, carbon dioxide, sulfur dioxide, carbonyl sulfide, and carbon monoxide. The solubility studies showed that 1 is less soluble in ethanol than quercetin dihydrate in ethanol, acetone, and DMSO. The exception was aqueous solution, in which the complex exhibited significantly enhanced solubility compared to quercetin. Moreover, the great solubility of 1 in DMSO explained the ease of ligand exchange (water for DMSO) in [KQSA(H(2)O)(2)]. MDPI 2021-11-11 /pmc/articles/PMC8625810/ /pubmed/34832203 http://dx.doi.org/10.3390/ma14226798 Text en © 2021 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 Maciołek, Urszula Mendyk, Ewaryst Kosińska-Pezda, Małgorzata Kamiński, Daniel M. Kozioł, Anna E. Potassium Complexes of Quercetin-5′-Sulfonic Acid and Neutral O-Donor Ligands: Synthesis, Crystal Structure, Thermal Analysis, Spectroscopic Characterization and Physicochemical Properties |
title | Potassium Complexes of Quercetin-5′-Sulfonic Acid and Neutral O-Donor Ligands: Synthesis, Crystal Structure, Thermal Analysis, Spectroscopic Characterization and Physicochemical Properties |
title_full | Potassium Complexes of Quercetin-5′-Sulfonic Acid and Neutral O-Donor Ligands: Synthesis, Crystal Structure, Thermal Analysis, Spectroscopic Characterization and Physicochemical Properties |
title_fullStr | Potassium Complexes of Quercetin-5′-Sulfonic Acid and Neutral O-Donor Ligands: Synthesis, Crystal Structure, Thermal Analysis, Spectroscopic Characterization and Physicochemical Properties |
title_full_unstemmed | Potassium Complexes of Quercetin-5′-Sulfonic Acid and Neutral O-Donor Ligands: Synthesis, Crystal Structure, Thermal Analysis, Spectroscopic Characterization and Physicochemical Properties |
title_short | Potassium Complexes of Quercetin-5′-Sulfonic Acid and Neutral O-Donor Ligands: Synthesis, Crystal Structure, Thermal Analysis, Spectroscopic Characterization and Physicochemical Properties |
title_sort | potassium complexes of quercetin-5′-sulfonic acid and neutral o-donor ligands: synthesis, crystal structure, thermal analysis, spectroscopic characterization and physicochemical properties |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8625810/ https://www.ncbi.nlm.nih.gov/pubmed/34832203 http://dx.doi.org/10.3390/ma14226798 |
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