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<sup>−</sup> ligand towards potassium cations was investigated. Potassium complex of quercetin-5’-sulfonate of the general formula [KQSA(H<sub>2</sub>O)<sub>2</sub>]<sub>n</sub> was obtained. The [KQSA(H<sub>2</s...
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oai:doaj.org-article:0ff3715ec581413abbb2efadd8bda1952021-11-25T18:13:40ZPotassium Complexes of Quercetin-5′-Sulfonic Acid and Neutral O-Donor Ligands: Synthesis, Crystal Structure, Thermal Analysis, Spectroscopic Characterization and Physicochemical Properties10.3390/ma142267981996-1944https://doaj.org/article/0ff3715ec581413abbb2efadd8bda1952021-11-01T00:00:00Zhttps://www.mdpi.com/1996-1944/14/22/6798https://doaj.org/toc/1996-1944The coordination ability of QSA<sup>−</sup> ligand towards potassium cations was investigated. Potassium complex of quercetin-5’-sulfonate of the general formula [KQSA(H<sub>2</sub>O)<sub>2</sub>]<sub>n</sub> was obtained. The [KQSA(H<sub>2</sub>O)<sub>2</sub>] (<b>1</b>) was a starting compound for solvothermal syntheses of acetone (<b>2</b>) and dimethylsulfoxide (<b>3</b>) complexes. For the crystalline complexes <b>1</b>–<b>3</b>, crystals morphology was analyzed, IR and Raman spectra were registered, as well as thermal analysis for 1 was performed. Moreover, for <b>1</b> and <b>3,</b> molecular structures were established. The potassium cations are coordinated by eight oxygen atoms (KO<sub>8</sub>) of a different chemical nature; coordinating groups are sulfonic, hydroxyl, and carbonyl of the QSA<sup>−</sup> anion, and neutral molecules—water (<b>1</b>) or DMSO (<b>3</b>). The detailed thermal studies of <b>1</b> 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 <b>1</b> 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 <b>1</b> in DMSO explained the ease of ligand exchange (water for DMSO) in [KQSA(H<sub>2</sub>O)<sub>2</sub>].Urszula MaciołekEwaryst MendykMałgorzata Kosińska-PezdaDaniel M. KamińskiAnna E. KoziołMDPI AGarticlequercetin-5′-sulfonic acidpolymeric potassium complexesacetone solvateDMSO solvatecrystal structurethermal analysisTechnologyTElectrical engineering. Electronics. Nuclear engineeringTK1-9971Engineering (General). Civil engineering (General)TA1-2040MicroscopyQH201-278.5Descriptive and experimental mechanicsQC120-168.85ENMaterials, Vol 14, Iss 6798, p 6798 (2021) |
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quercetin-5′-sulfonic acid polymeric potassium complexes acetone solvate DMSO solvate crystal structure thermal analysis Technology T Electrical engineering. Electronics. Nuclear engineering TK1-9971 Engineering (General). Civil engineering (General) TA1-2040 Microscopy QH201-278.5 Descriptive and experimental mechanics QC120-168.85 |
spellingShingle |
quercetin-5′-sulfonic acid polymeric potassium complexes acetone solvate DMSO solvate crystal structure thermal analysis Technology T Electrical engineering. Electronics. Nuclear engineering TK1-9971 Engineering (General). Civil engineering (General) TA1-2040 Microscopy QH201-278.5 Descriptive and experimental mechanics QC120-168.85 Urszula Maciołek Ewaryst Mendyk Małgorzata Kosińska-Pezda Daniel M. Kamiński Anna E. Kozioł Potassium Complexes of Quercetin-5′-Sulfonic Acid and Neutral O-Donor Ligands: Synthesis, Crystal Structure, Thermal Analysis, Spectroscopic Characterization and Physicochemical Properties |
description |
The coordination ability of QSA<sup>−</sup> ligand towards potassium cations was investigated. Potassium complex of quercetin-5’-sulfonate of the general formula [KQSA(H<sub>2</sub>O)<sub>2</sub>]<sub>n</sub> was obtained. The [KQSA(H<sub>2</sub>O)<sub>2</sub>] (<b>1</b>) was a starting compound for solvothermal syntheses of acetone (<b>2</b>) and dimethylsulfoxide (<b>3</b>) complexes. For the crystalline complexes <b>1</b>–<b>3</b>, crystals morphology was analyzed, IR and Raman spectra were registered, as well as thermal analysis for 1 was performed. Moreover, for <b>1</b> and <b>3,</b> molecular structures were established. The potassium cations are coordinated by eight oxygen atoms (KO<sub>8</sub>) of a different chemical nature; coordinating groups are sulfonic, hydroxyl, and carbonyl of the QSA<sup>−</sup> anion, and neutral molecules—water (<b>1</b>) or DMSO (<b>3</b>). The detailed thermal studies of <b>1</b> 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 <b>1</b> 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 <b>1</b> in DMSO explained the ease of ligand exchange (water for DMSO) in [KQSA(H<sub>2</sub>O)<sub>2</sub>]. |
format |
article |
author |
Urszula Maciołek Ewaryst Mendyk Małgorzata Kosińska-Pezda Daniel M. Kamiński Anna E. Kozioł |
author_facet |
Urszula Maciołek Ewaryst Mendyk Małgorzata Kosińska-Pezda Daniel M. Kamiński Anna E. Kozioł |
author_sort |
Urszula Maciołek |
title |
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_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_sort |
potassium complexes of quercetin-5′-sulfonic acid and neutral o-donor ligands: synthesis, crystal structure, thermal analysis, spectroscopic characterization and physicochemical properties |
publisher |
MDPI AG |
publishDate |
2021 |
url |
https://doaj.org/article/0ff3715ec581413abbb2efadd8bda195 |
work_keys_str_mv |
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