The Strong β−CF(3) Shielding Effect in Hexafluoroisopropanol and 100 Other Organic Solvents Revisited with (17)O NMR Spectroscopy

An (17)O NMR spectroscopy survey of more than 100 ubiquitous organic solvents and compounds, including some typical oxofluorinated solvents such as hexafluoroisopropanol, trifluoroethanol, trifluoroacetic acid, and others, is presented with D(2)O as a reference. A strong alternating α,β−CF(3)‐substi...

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Detalles Bibliográficos
Autores principales: Bernhardt, Annika, Kelm, Harald, Patureau, Frederic W.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2018
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5915748/
https://www.ncbi.nlm.nih.gov/pubmed/29731952
http://dx.doi.org/10.1002/cctc.201701721
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author Bernhardt, Annika
Kelm, Harald
Patureau, Frederic W.
author_facet Bernhardt, Annika
Kelm, Harald
Patureau, Frederic W.
author_sort Bernhardt, Annika
collection PubMed
description An (17)O NMR spectroscopy survey of more than 100 ubiquitous organic solvents and compounds, including some typical oxofluorinated solvents such as hexafluoroisopropanol, trifluoroethanol, trifluoroacetic acid, and others, is presented with D(2)O as a reference. A strong alternating α,β−CF(3)‐substituent chemical shift effect was thus observed. This alternating deshielding–shielding effect is suspected to have a role in the exceptional properties of these oxofluorinated solvents, notably in oxidative cross‐coupling reactions.
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spelling pubmed-59157482018-05-02 The Strong β−CF(3) Shielding Effect in Hexafluoroisopropanol and 100 Other Organic Solvents Revisited with (17)O NMR Spectroscopy Bernhardt, Annika Kelm, Harald Patureau, Frederic W. ChemCatChem Communications An (17)O NMR spectroscopy survey of more than 100 ubiquitous organic solvents and compounds, including some typical oxofluorinated solvents such as hexafluoroisopropanol, trifluoroethanol, trifluoroacetic acid, and others, is presented with D(2)O as a reference. A strong alternating α,β−CF(3)‐substituent chemical shift effect was thus observed. This alternating deshielding–shielding effect is suspected to have a role in the exceptional properties of these oxofluorinated solvents, notably in oxidative cross‐coupling reactions. John Wiley and Sons Inc. 2018-02-23 2018-04-09 /pmc/articles/PMC5915748/ /pubmed/29731952 http://dx.doi.org/10.1002/cctc.201701721 Text en © 2018 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
Bernhardt, Annika
Kelm, Harald
Patureau, Frederic W.
The Strong β−CF(3) Shielding Effect in Hexafluoroisopropanol and 100 Other Organic Solvents Revisited with (17)O NMR Spectroscopy
title The Strong β−CF(3) Shielding Effect in Hexafluoroisopropanol and 100 Other Organic Solvents Revisited with (17)O NMR Spectroscopy
title_full The Strong β−CF(3) Shielding Effect in Hexafluoroisopropanol and 100 Other Organic Solvents Revisited with (17)O NMR Spectroscopy
title_fullStr The Strong β−CF(3) Shielding Effect in Hexafluoroisopropanol and 100 Other Organic Solvents Revisited with (17)O NMR Spectroscopy
title_full_unstemmed The Strong β−CF(3) Shielding Effect in Hexafluoroisopropanol and 100 Other Organic Solvents Revisited with (17)O NMR Spectroscopy
title_short The Strong β−CF(3) Shielding Effect in Hexafluoroisopropanol and 100 Other Organic Solvents Revisited with (17)O NMR Spectroscopy
title_sort strong β−cf(3) shielding effect in hexafluoroisopropanol and 100 other organic solvents revisited with (17)o nmr spectroscopy
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5915748/
https://www.ncbi.nlm.nih.gov/pubmed/29731952
http://dx.doi.org/10.1002/cctc.201701721
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