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

被引：0

作者：

Laurence, Christian ^{[1
]}

Mansour, Sergui ^{[2
]}

Vuluga, Daniela ^{[3
]}

Legros, Julien ^{[2
]}

机构：

[1] Univ Nantes, Lab CEISAM, UMR CNRS 6230, Nantes, France

[2] Normandie Univ, Univ Rouen Normandie, INSA Rouen Normandie, CNRS,COBRA, Rouen, France

[3] Univ Rouen Normandie, INSA Rouen Normandie, CNRS, PBS, Rouen, France

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 2024年

关键词：

fluorine NMR spectrometry; hydrogen bonding; solvatochromic parameters; solvent effects; SOLVATOCHROMIC COMPARISON METHOD; C-13 NMR DATA; ACIDITY SCALE; IONIC LIQUIDS; MIXTURES; SOLVATION; RESONANCE; DONOR; GLYCELINE; ETHALINE;

D O I：

10.1002/poc.4665

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We develop a nonsolvatochromic comparison method for the determination of the alpha(1) scale of solvent hydrogen-bond acidity by means of F-19 NMR spectrometry. We compare the F-19 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 F-19 solvatomagnetic comparison method yields the hydrogen-bonding contribution to delta (F-19)(4-fluoro-2-methylpyridine) that is well correlated to alpha(1) values obtained from the solvatochromism of Reichardt's betaine dye. Therefore, this solvatomagnetic comparison method is applied to determine the alpha(1) values of 13 choline chloride-based deep eutectic solvents.

引用

页数：10

共 12 条

[1] Hydrogen-Bond Acceptance of Solvents: A 19F Solvatomagnetic β1 Database to Replace Solvatochromic and Solvatovibrational Scales
Laurence, Christian
Mansour, Sergui
Vuluga, Daniela
Planchat, Aurelien
Legros, Julien
JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (05): : 4143 - 4158
[2] Measurement of the hydrogen bond acceptance of ionic liquids and green solvents by the 19F solvatomagnetic comparison method
Laurence, Christian
Mansour, Sergui
Vuluga, Daniela
Legros, Julien
GREEN CHEMISTRY, 2021, 23 (04) : 1816 - 1822
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Laurence, Christian
Legros, Julien
Nicolet, Pierre
Vuluga, Daniela
Chantzis, Agisilaos
Jacquemin, Denis
JOURNAL OF PHYSICAL CHEMISTRY B, 2014, 118 (27): : 7594 - 7608
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KAMLET, MJ
TAFT, RW
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (02) : 377 - 383
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BANERJEE, D
CHANDRA, AK
BANERJEE, M
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JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 1995, 343 : 167 - 171
[6] The a1-scale of solvent hydrogen-bond donor (HBD) acidities in DMSO-water mixed solvents
Gazzetta Chim Ital, 1 (31):
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GAZZETTA CHIMICA ITALIANA, 1996, 126 (01): : 31 - 35
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TAFT, RW
KAMLET, MJ
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) : 2886 - 2894
[9] ACCURATE AND SENSITIVE DETERMINATION, BY A NEW COBALT-59 NUCLEAR MAGNETIC-RESONANCE METHOD, OF ELECTRON ACCEPTANCE AND HYDROGEN-BOND DONATION BY PROTIC SOLVENTS
LASZLO, P
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (26) : 7818 - 7820
[10] 1H and 19F NMR chemical shifts for hydrogen bond strength determination: Correlations between experimental and computed values
Dalvit, Claudio
Veronesi, Marina
Vulpetti, Anna
JOURNAL OF MAGNETIC RESONANCE OPEN, 2022, 12-13

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