Christian Laurence, Sergui Mansour, Daniela Vuluga, Julien Legros
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A 19F Solvatomagnetic Comparison Method for the Determination of the α1 Scale of Solvent Hydrogen-Bond Donation and Its Application to Deep Eutectic Solvents
We develop a nonsolvatochromic comparison method for the determination of the α1 scale of solvent hydrogen-bond acidity by means of 19F NMR spectrometry. We compare the 19F 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 (19F)(4-fluoro-2-methylpyridine) that is well correlated to α1 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.
期刊介绍:
The Journal of Physical Organic Chemistry is the foremost international journal devoted to the relationship between molecular structure and chemical reactivity in organic systems. It publishes Research Articles, Reviews and Mini Reviews based on research striving to understand the principles governing chemical structures in relation to activity and transformation with physical and mathematical rigor, using results derived from experimental and computational methods. Physical Organic Chemistry is a central and fundamental field with multiple applications in fields such as molecular recognition, supramolecular chemistry, catalysis, photochemistry, biological and material sciences, nanotechnology and surface science.