Journal Articles Journal of Physical Organic Chemistry Year : 2024

A $^{19}$F Solvatomagnetic Comparison Method for the Determination of the α1 Scale of Solvent Hydrogen‐Bond Donation and Its Application to Deep Eutectic Solvents

Abstract

We develop a nonsolvatochromic comparison method for the determination of the α1 scale of solvent hydrogen-bond acidity by means of $^{19}$F NMR spectrometry. We compare the $^{19}$F chemical shifts of 4-fluoro-2-methylpyridine (as a sensitive hydrogen-bond acceptor probe) and of 4-fluoronitrobenzene (as a chemically similar but less basic reference probe). This so-called 19F solvatomagnetic comparison method yields the hydrogen-bonding contribution to δ ($^{19}$F)(4-fluoro-2-methylpyridine) that is well correlated to 1 values obtained from the solvatochromism of Reichardt's betaine dye. Therefore, this solvatomagnetic comparison method is applied to determine the α1 values of 13 choline chloride–based deep eutectic solvents.

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hal-05111025 , version 1 (13-06-2025)

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Christian Laurence, Sergui Mansour, Daniela Vuluga, Julien Legros. A $^{19}$F Solvatomagnetic Comparison Method for the Determination of the α1 Scale of Solvent Hydrogen‐Bond Donation and Its Application to Deep Eutectic Solvents. Journal of Physical Organic Chemistry, 2024, 38 (1), ⟨10.1002/poc.4665⟩. ⟨hal-05111025⟩
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