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Non‐Coordinated Phenolate Anions and Their Application in SF(6) Activation
The reaction of the strong monophosphazene base with the weakly acidic phenol leads to the formation of a phenol–phenolate anion with a moderately strong hydrogen bond. Application of the more powerful tetraphosphazene base (Schwesinger base) renders the isolation of the corresponding salt with a fr...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8247349/ https://www.ncbi.nlm.nih.gov/pubmed/32776547 http://dx.doi.org/10.1002/chem.202003504 |
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author | Weitkamp, Robin F. Neumann, Beate Stammler, Hans‐Georg Hoge, Berthold |
author_facet | Weitkamp, Robin F. Neumann, Beate Stammler, Hans‐Georg Hoge, Berthold |
author_sort | Weitkamp, Robin F. |
collection | PubMed |
description | The reaction of the strong monophosphazene base with the weakly acidic phenol leads to the formation of a phenol–phenolate anion with a moderately strong hydrogen bond. Application of the more powerful tetraphosphazene base (Schwesinger base) renders the isolation of the corresponding salt with a free phenolate anion possible. This compound represents the first species featuring the free phenolate anion [H(5)C(6)‐O](−). The deprotonation of phenol derivatives with tetraphosphazene bases represents a great way for the clean preparation of salts featuring free phenolate anions and in addition allows the selective syntheses of hydrogen bonded phenol‐phenolate salts. This work presents a phosphazenium phenolate salt with a redox potential of −0.72 V and its capability for the selective activation of the chemically inert greenhouse gas SF(6). The performed two‐electron reduction of SF(6) leads to phosphazenium pentafluorosulfanide ([SF(5)](−)) and fluoride salts. |
format | Online Article Text |
id | pubmed-8247349 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-82473492021-07-02 Non‐Coordinated Phenolate Anions and Their Application in SF(6) Activation Weitkamp, Robin F. Neumann, Beate Stammler, Hans‐Georg Hoge, Berthold Chemistry Communications The reaction of the strong monophosphazene base with the weakly acidic phenol leads to the formation of a phenol–phenolate anion with a moderately strong hydrogen bond. Application of the more powerful tetraphosphazene base (Schwesinger base) renders the isolation of the corresponding salt with a free phenolate anion possible. This compound represents the first species featuring the free phenolate anion [H(5)C(6)‐O](−). The deprotonation of phenol derivatives with tetraphosphazene bases represents a great way for the clean preparation of salts featuring free phenolate anions and in addition allows the selective syntheses of hydrogen bonded phenol‐phenolate salts. This work presents a phosphazenium phenolate salt with a redox potential of −0.72 V and its capability for the selective activation of the chemically inert greenhouse gas SF(6). The performed two‐electron reduction of SF(6) leads to phosphazenium pentafluorosulfanide ([SF(5)](−)) and fluoride salts. John Wiley and Sons Inc. 2020-11-03 2021-04-12 /pmc/articles/PMC8247349/ /pubmed/32776547 http://dx.doi.org/10.1002/chem.202003504 Text en © 2020 The Authors. Published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Communications Weitkamp, Robin F. Neumann, Beate Stammler, Hans‐Georg Hoge, Berthold Non‐Coordinated Phenolate Anions and Their Application in SF(6) Activation |
title | Non‐Coordinated Phenolate Anions and Their Application in SF(6) Activation |
title_full | Non‐Coordinated Phenolate Anions and Their Application in SF(6) Activation |
title_fullStr | Non‐Coordinated Phenolate Anions and Their Application in SF(6) Activation |
title_full_unstemmed | Non‐Coordinated Phenolate Anions and Their Application in SF(6) Activation |
title_short | Non‐Coordinated Phenolate Anions and Their Application in SF(6) Activation |
title_sort | non‐coordinated phenolate anions and their application in sf(6) activation |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8247349/ https://www.ncbi.nlm.nih.gov/pubmed/32776547 http://dx.doi.org/10.1002/chem.202003504 |
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