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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...

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Autores principales: Weitkamp, Robin F., Neumann, Beate, Stammler, Hans‐Georg, Hoge, Berthold
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
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.
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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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