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

ChemCatChem 2018 April 10
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 D2 O as a reference. A strong alternating α,β-CF3 -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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