19F溶剂磁比较法测定溶剂氢键给予α1尺度及其在深共晶溶剂中的应用

IF 1.9 4区 化学 Q2 CHEMISTRY, ORGANIC
Christian Laurence, Sergui Mansour, Daniela Vuluga, Julien Legros
{"title":"19F溶剂磁比较法测定溶剂氢键给予α1尺度及其在深共晶溶剂中的应用","authors":"Christian Laurence,&nbsp;Sergui Mansour,&nbsp;Daniela Vuluga,&nbsp;Julien Legros","doi":"10.1002/poc.4665","DOIUrl":null,"url":null,"abstract":"<p>We develop a nonsolvatochromic comparison method for the determination of the <i>α</i><sub>1</sub> scale of solvent hydrogen-bond acidity by means of <sup>19</sup>F NMR spectrometry. We compare the <sup>19</sup>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 <sup>19</sup>F solvatomagnetic comparison method yields the hydrogen-bonding contribution to <i>δ</i> (<sup>19</sup>F)(4-fluoro-2-methylpyridine) that is well correlated to <i>α</i><sub>1</sub> values obtained from the solvatochromism of Reichardt's betaine dye. Therefore, this solvatomagnetic comparison method is applied to determine the <i>α</i><sub>1</sub> values of 13 choline chloride–based deep eutectic solvents.</p>","PeriodicalId":16829,"journal":{"name":"Journal of Physical Organic Chemistry","volume":"38 1","pages":""},"PeriodicalIF":1.9000,"publicationDate":"2024-10-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/poc.4665","citationCount":"0","resultStr":"{\"title\":\"A 19F Solvatomagnetic Comparison Method for the Determination of the α1 Scale of Solvent Hydrogen-Bond Donation and Its Application to Deep Eutectic Solvents\",\"authors\":\"Christian Laurence,&nbsp;Sergui Mansour,&nbsp;Daniela Vuluga,&nbsp;Julien Legros\",\"doi\":\"10.1002/poc.4665\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>We develop a nonsolvatochromic comparison method for the determination of the <i>α</i><sub>1</sub> scale of solvent hydrogen-bond acidity by means of <sup>19</sup>F NMR spectrometry. We compare the <sup>19</sup>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 <sup>19</sup>F solvatomagnetic comparison method yields the hydrogen-bonding contribution to <i>δ</i> (<sup>19</sup>F)(4-fluoro-2-methylpyridine) that is well correlated to <i>α</i><sub>1</sub> values obtained from the solvatochromism of Reichardt's betaine dye. Therefore, this solvatomagnetic comparison method is applied to determine the <i>α</i><sub>1</sub> values of 13 choline chloride–based deep eutectic solvents.</p>\",\"PeriodicalId\":16829,\"journal\":{\"name\":\"Journal of Physical Organic Chemistry\",\"volume\":\"38 1\",\"pages\":\"\"},\"PeriodicalIF\":1.9000,\"publicationDate\":\"2024-10-17\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://onlinelibrary.wiley.com/doi/epdf/10.1002/poc.4665\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Physical Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://onlinelibrary.wiley.com/doi/10.1002/poc.4665\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Physical Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/poc.4665","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

我们开发了一种非溶解变色比较方法,通过 19F NMR 光谱测定溶剂氢键酸度的 α1 级。我们比较了 4-氟-2-甲基吡啶(作为敏感的氢键受体探针)和 4-氟硝基苯(作为化学性质相似但碱性较弱的参比探针)的 19F 化学位移。这种所谓的 19F 溶剂磁性比较方法可得出氢键对 δ (19F)(4-氟-2-甲基吡啶)的贡献,该贡献与从 Reichardt 的甜菜碱染料的溶解色度中获得的 α1 值密切相关。因此,这种溶解磁比较方法可用于确定 13 种氯化胆碱基深共晶溶剂的 α1 值。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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

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.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
CiteScore
3.60
自引率
11.10%
发文量
161
审稿时长
2.3 months
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.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信