A <sup>19</sup>F Solvatomagnetic Comparison Method for the Determination of the <i>α</i><sub>1</sub> 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 α 1 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 19 F solvatomagnetic comparison method yields the hydrogen‐bonding contribution to δ ( 19 F)(4‐fluoro‐2‐methylpyridine) that is well correlated to α 1 values obtained from the solvatochromism of Reichardt's betaine dye. Therefore, this solvatomagnetic comparison method is applied to determine the α 1 values of 13 choline chloride–based deep eutectic solvents.

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Publication Details

Journal
Journal of Physical Organic Chemistry
Published
2024-10-17
DOI
https://doi.org/10.1002/poc.4665
Citations
2
Primary Topic
Ionic liquids properties and applications
Type
article
Field-Weighted Citation Impact
0.21

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article

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

Daniela Vuluga, Sergui Mansour, Julien Legros, Christian Laurence
2 citations
Journal of Physical Organic Chemistry
Ionic liquids properties and applications
0.21
article

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

Daniela Vuluga, Sergui Mansour, Julien Legros, Christian Laurence
article en
2 citations

Abstract

ABSTRACT We develop a nonsolvatochromic comparison method for the determination of the α 1 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 19 F solvatomagnetic comparison method yields the hydrogen‐bonding contribution to δ ( 19 F)(4‐fluoro‐2‐methylpyridine) that is well correlated to α 1 values obtained from the solvatochromism of Reichardt's betaine dye. Therefore, this solvatomagnetic comparison method is applied to determine the α 1 values of 13 choline chloride–based deep eutectic solvents.

Journal of Physical Organic ChemistryVol. 38(1)
Centre National de la Recherche Scientifique (FR), Normandie Université (FR), Chimie et Interdisciplinarité, Synthèse, Analyse, Modélisation (FR), Polymères, Biopolymères, Surfaces (FR), Laboratoire COBRA (FR), Université de Rouen Normandie (FR), Institut National des Sciences Appliquées Rouen Normandie (FR), Nantes Université (FR)
Indian National Science Academy, Agence Nationale de la Recherche, Centre National de la Recherche Scientifique, Université de Rouen, Institut Carnot Santé Animale, Région Normandie, European Regional Development Fund
Life below water
Openalex Percentile: Top 59%
Ionic liquids properties and applications
0.21
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A <sup>19</sup>F Solvatomagnetic Comparison Method for the Determination of the <i>α</i><sub>1</sub> Scale of Solvent Hydrogen‐Bond Donation and Its Application to Deep Eutectic Solvents — Daniela Vuluga, Sergui Mansour, et al. · Journal of Physical Organic Chemistry (2024) | TGRS Research Map | TGRS