Galvinoxyl radicals : Synthesis of new derivatives, determination of low oxygen contents, and stability studies
| dc.contributor.author | Lampp, Lisa | |
| dc.contributor.author | Azarkh, Mykhailo | |
| dc.contributor.author | Drescher, Malte | |
| dc.contributor.author | Imming, Peter | |
| dc.date.accessioned | 2019-05-29T06:58:23Z | |
| dc.date.available | 2019-05-29T06:58:23Z | |
| dc.date.issued | 2019-05 | eng |
| dc.description.abstract | Two new derivatives of galvinoxyl (1), a perdeutered (2) and an adamantyl-analog (3) for potential applications as spin probes were synthesized. The synthesis with deuterated educts yielded 2 with 98% D. It exhibited an 18-line EPR spectrum in octanol with narrow peak-to-peak linewidth. The EPR spectrum of 3 was very similar to galvinoxyl, but with differences in the linewidth due to unresolved long-range couplings with adamantyl-protons. Compound 2 showed a higher response to oxygen (4.8 μT/% O2) than 1 (2.8 μT/% O2). The coupling pattern of 2 allowed the determination of oxygen at low levels (0–6%) by a new type of analysis of the EPR pattern. The stability of the radicals strongly depended on the amount of hydrogalvinoxyl, a by-product of the galvinoxyl synthesis, and the solvent type. A molecular mechanism for the stabilization by hydrogalvinoxyl and the influence of solvent type is proposed. | eng |
| dc.description.version | published | de |
| dc.identifier.doi | 10.1016/j.tet.2019.03.051 | eng |
| dc.identifier.uri | https://kops.uni-konstanz.de/handle/123456789/45933 | |
| dc.language.iso | eng | eng |
| dc.subject | Galvinoxyl radicals, EPR, Oximetry, Mechanism of stabilization | eng |
| dc.subject.ddc | 540 | eng |
| dc.title | Galvinoxyl radicals : Synthesis of new derivatives, determination of low oxygen contents, and stability studies | eng |
| dc.type | JOURNAL_ARTICLE | de |
| dspace.entity.type | Publication | |
| kops.citation.bibtex | @article{Lampp2019-05Galvi-45933,
year={2019},
doi={10.1016/j.tet.2019.03.051},
title={Galvinoxyl radicals : Synthesis of new derivatives, determination of low oxygen contents, and stability studies},
number={18},
volume={75},
issn={0040-4020},
journal={Tetrahedron},
pages={2737--2747},
author={Lampp, Lisa and Azarkh, Mykhailo and Drescher, Malte and Imming, Peter}
} | |
| kops.citation.iso690 | LAMPP, Lisa, Mykhailo AZARKH, Malte DRESCHER, Peter IMMING, 2019. Galvinoxyl radicals : Synthesis of new derivatives, determination of low oxygen contents, and stability studies. In: Tetrahedron. 2019, 75(18), pp. 2737-2747. ISSN 0040-4020. eISSN 1464-5416. Available under: doi: 10.1016/j.tet.2019.03.051 | deu |
| kops.citation.iso690 | LAMPP, Lisa, Mykhailo AZARKH, Malte DRESCHER, Peter IMMING, 2019. Galvinoxyl radicals : Synthesis of new derivatives, determination of low oxygen contents, and stability studies. In: Tetrahedron. 2019, 75(18), pp. 2737-2747. ISSN 0040-4020. eISSN 1464-5416. Available under: doi: 10.1016/j.tet.2019.03.051 | eng |
| kops.citation.rdf | <rdf:RDF
xmlns:dcterms="http://purl.org/dc/terms/"
xmlns:dc="http://purl.org/dc/elements/1.1/"
xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#"
xmlns:bibo="http://purl.org/ontology/bibo/"
xmlns:dspace="http://digital-repositories.org/ontologies/dspace/0.1.0#"
xmlns:foaf="http://xmlns.com/foaf/0.1/"
xmlns:void="http://rdfs.org/ns/void#"
xmlns:xsd="http://www.w3.org/2001/XMLSchema#" >
<rdf:Description rdf:about="https://kops.uni-konstanz.de/server/rdf/resource/123456789/45933">
<dc:creator>Azarkh, Mykhailo</dc:creator>
<foaf:homepage rdf:resource="http://localhost:8080/"/>
<dspace:isPartOfCollection rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
<dc:language>eng</dc:language>
<dcterms:title>Galvinoxyl radicals : Synthesis of new derivatives, determination of low oxygen contents, and stability studies</dcterms:title>
<dc:creator>Lampp, Lisa</dc:creator>
<dc:contributor>Imming, Peter</dc:contributor>
<dcterms:isPartOf rdf:resource="https://kops.uni-konstanz.de/server/rdf/resource/123456789/29"/>
<dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2019-05-29T06:58:23Z</dc:date>
<bibo:uri rdf:resource="https://kops.uni-konstanz.de/handle/123456789/45933"/>
<void:sparqlEndpoint rdf:resource="http://localhost/fuseki/dspace/sparql"/>
<dc:contributor>Drescher, Malte</dc:contributor>
<dc:contributor>Azarkh, Mykhailo</dc:contributor>
<dc:creator>Drescher, Malte</dc:creator>
<dcterms:issued>2019-05</dcterms:issued>
<dc:contributor>Lampp, Lisa</dc:contributor>
<dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2019-05-29T06:58:23Z</dcterms:available>
<dc:creator>Imming, Peter</dc:creator>
<dcterms:abstract xml:lang="eng">Two new derivatives of galvinoxyl (1), a perdeutered (2) and an adamantyl-analog (3) for potential applications as spin probes were synthesized. The synthesis with deuterated educts yielded 2 with 98% D. It exhibited an 18-line EPR spectrum in octanol with narrow peak-to-peak linewidth. The EPR spectrum of 3 was very similar to galvinoxyl, but with differences in the linewidth due to unresolved long-range couplings with adamantyl-protons. Compound 2 showed a higher response to oxygen (4.8 μT/% O<sub>2</sub>) than 1 (2.8 μT/% O<sub>2</sub>). The coupling pattern of 2 allowed the determination of oxygen at low levels (0–6%) by a new type of analysis of the EPR pattern. The stability of the radicals strongly depended on the amount of hydrogalvinoxyl, a by-product of the galvinoxyl synthesis, and the solvent type. A molecular mechanism for the stabilization by hydrogalvinoxyl and the influence of solvent type is proposed.</dcterms:abstract>
</rdf:Description>
</rdf:RDF> | |
| kops.flag.isPeerReviewed | true | eng |
| kops.flag.knbibliography | true | |
| kops.sourcefield | Tetrahedron. 2019, <b>75</b>(18), pp. 2737-2747. ISSN 0040-4020. eISSN 1464-5416. Available under: doi: 10.1016/j.tet.2019.03.051 | deu |
| kops.sourcefield.plain | Tetrahedron. 2019, 75(18), pp. 2737-2747. ISSN 0040-4020. eISSN 1464-5416. Available under: doi: 10.1016/j.tet.2019.03.051 | deu |
| kops.sourcefield.plain | Tetrahedron. 2019, 75(18), pp. 2737-2747. ISSN 0040-4020. eISSN 1464-5416. Available under: doi: 10.1016/j.tet.2019.03.051 | eng |
| relation.isAuthorOfPublication | ed99de0a-13dd-4630-8dec-1789f0bc0fc1 | |
| relation.isAuthorOfPublication | 50c78ea9-293f-4d20-a06a-32f84ce06269 | |
| relation.isAuthorOfPublication.latestForDiscovery | ed99de0a-13dd-4630-8dec-1789f0bc0fc1 | |
| source.bibliographicInfo.fromPage | 2737 | eng |
| source.bibliographicInfo.issue | 18 | eng |
| source.bibliographicInfo.toPage | 2747 | eng |
| source.bibliographicInfo.volume | 75 | eng |
| source.identifier.eissn | 1464-5416 | eng |
| source.identifier.issn | 0040-4020 | eng |
| source.periodicalTitle | Tetrahedron | eng |