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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Autores principales: Urszula Maciołek, Ewaryst Mendyk, Małgorzata Kosińska-Pezda, Daniel M. Kamiński, Anna E. Kozioł
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spelling 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)
institution DOAJ
collection DOAJ
language EN
topic 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
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