β-环糊精对水中双酚S异构体的选择性识别

IF 2.1 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Supramolecular Chemistry Pub Date : 2021-06-03 DOI:10.1080/10610278.2021.1991925
Ilaria Quaratesi, Paolo Della Sala, Clotilde Capacchione, Carmen Talotta, S. Geremia, N. Hickey, Rocco Gliubizzi, Immacolata Bruno, C. Sgarlata, R. Migliore, C. Gaeta, P. Neri
{"title":"β-环糊精对水中双酚S异构体的选择性识别","authors":"Ilaria Quaratesi, Paolo Della Sala, Clotilde Capacchione, Carmen Talotta, S. Geremia, N. Hickey, Rocco Gliubizzi, Immacolata Bruno, C. Sgarlata, R. Migliore, C. Gaeta, P. Neri","doi":"10.1080/10610278.2021.1991925","DOIUrl":null,"url":null,"abstract":"ABSTRACT The two isomers 4,4´-dihydroxydiphenyl sulphone and 2,4´-dihydroxydiphenyl sulphone (bisphenol S, BPS) form inclusion complexes with β-CD in solution, in the gas phase, and in the solid state. The complexes 4,4´-BPS@β-CD and 2,4´-BPS@β-CD were studied in solution by 1D and 2D NMR experiments. Calorimetric investigation by ITC evidenced that the β-CD host shows a greater affinity for 4,4´-BPS, with a 4,4´-BPS/2,4´-BPS selectivity ratio of 6.3. In the gas phase, CID MS experiments indicate that 4,4´-BPS has a higher kinetic barrier to escape from the β-CD cavity than the isomeric 2,4´-BPS. In the solid state, the 4,4´-BPS@β-CD and 2,4´-BPS@β-CD complexes form head-to-head dimers constituted by two β-CD macrocycles, with each β-CD hosting one BPS guest. The dimers of β-CD are sealed by H-bonding interactions involving exclusively the secondary OH groups. Finally, the formation of inclusion complexes between 4,4´-BPS or 2,4´-BPS and β-CD was also followed by FT-IR, DSC, and TGA analysis. Graphical abstract","PeriodicalId":22084,"journal":{"name":"Supramolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":2.1000,"publicationDate":"2021-06-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":"{\"title\":\"Selective recognition of bisphenol S isomers in water by β-cyclodextrin\",\"authors\":\"Ilaria Quaratesi, Paolo Della Sala, Clotilde Capacchione, Carmen Talotta, S. Geremia, N. Hickey, Rocco Gliubizzi, Immacolata Bruno, C. Sgarlata, R. Migliore, C. Gaeta, P. Neri\",\"doi\":\"10.1080/10610278.2021.1991925\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"ABSTRACT The two isomers 4,4´-dihydroxydiphenyl sulphone and 2,4´-dihydroxydiphenyl sulphone (bisphenol S, BPS) form inclusion complexes with β-CD in solution, in the gas phase, and in the solid state. The complexes 4,4´-BPS@β-CD and 2,4´-BPS@β-CD were studied in solution by 1D and 2D NMR experiments. Calorimetric investigation by ITC evidenced that the β-CD host shows a greater affinity for 4,4´-BPS, with a 4,4´-BPS/2,4´-BPS selectivity ratio of 6.3. In the gas phase, CID MS experiments indicate that 4,4´-BPS has a higher kinetic barrier to escape from the β-CD cavity than the isomeric 2,4´-BPS. In the solid state, the 4,4´-BPS@β-CD and 2,4´-BPS@β-CD complexes form head-to-head dimers constituted by two β-CD macrocycles, with each β-CD hosting one BPS guest. The dimers of β-CD are sealed by H-bonding interactions involving exclusively the secondary OH groups. Finally, the formation of inclusion complexes between 4,4´-BPS or 2,4´-BPS and β-CD was also followed by FT-IR, DSC, and TGA analysis. Graphical abstract\",\"PeriodicalId\":22084,\"journal\":{\"name\":\"Supramolecular Chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2021-06-03\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"1\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Supramolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1080/10610278.2021.1991925\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Supramolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1080/10610278.2021.1991925","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 1

摘要

摘要:4,4′-二羟基二苯基砜和2,4′-二羟基二苯基砜(双酚S, BPS)两种异构体在溶液、气相和固态下均与β-CD形成包合物。通过一维和二维核磁共振实验研究了配合物4,4′-BPS@β-CD和2,4′-BPS@β-CD。ITC的量热研究表明,β-CD宿主对4,4′-BPS具有更强的亲和力,其4,4′-BPS/2,4′-BPS的选择性比为6.3。在气相中,CID MS实验表明,4,4′-BPS比同分异构体2,4′-BPS具有更高的逃离β-CD腔的动力学屏障。在固体状态下,4,4′-BPS@β-CD和2,4′-BPS@β-CD配合物形成由两个β-CD大环组成的头对头二聚体,每个β-CD含有一个BPS客体。β-CD的二聚体是通过氢键相互作用封闭的,氢键相互作用只涉及仲羟基。最后,对4,4′-BPS或2,4′-BPS与β-CD之间的包合物形成进行FT-IR、DSC和TGA分析。图形抽象
本文章由计算机程序翻译,如有差异,请以英文原文为准。
查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
Selective recognition of bisphenol S isomers in water by β-cyclodextrin
ABSTRACT The two isomers 4,4´-dihydroxydiphenyl sulphone and 2,4´-dihydroxydiphenyl sulphone (bisphenol S, BPS) form inclusion complexes with β-CD in solution, in the gas phase, and in the solid state. The complexes 4,4´-BPS@β-CD and 2,4´-BPS@β-CD were studied in solution by 1D and 2D NMR experiments. Calorimetric investigation by ITC evidenced that the β-CD host shows a greater affinity for 4,4´-BPS, with a 4,4´-BPS/2,4´-BPS selectivity ratio of 6.3. In the gas phase, CID MS experiments indicate that 4,4´-BPS has a higher kinetic barrier to escape from the β-CD cavity than the isomeric 2,4´-BPS. In the solid state, the 4,4´-BPS@β-CD and 2,4´-BPS@β-CD complexes form head-to-head dimers constituted by two β-CD macrocycles, with each β-CD hosting one BPS guest. The dimers of β-CD are sealed by H-bonding interactions involving exclusively the secondary OH groups. Finally, the formation of inclusion complexes between 4,4´-BPS or 2,4´-BPS and β-CD was also followed by FT-IR, DSC, and TGA analysis. Graphical abstract
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
Supramolecular Chemistry
Supramolecular Chemistry 化学-化学综合
CiteScore
3.60
自引率
3.00%
发文量
5
审稿时长
2.7 months
期刊介绍: Supramolecular Chemistry welcomes manuscripts from the fields and sub-disciplines related to supramolecular chemistry and non-covalent interactions. From host-guest chemistry, self-assembly and systems chemistry, through materials chemistry and biochemical systems, we interpret supramolecular chemistry in the broadest possible sense. Interdisciplinary manuscripts are particularly encouraged. Manuscript types include: high priority communications; full papers; reviews, and; Methods papers, techniques tutorials highlighting procedures and technologies that are important to the field. We aim to publish papers in a timely fashion and as soon as a paper has been accepted and typeset it will be published in electronic form on the Latest articles section of the website. The two most important review criteria are that the paper presents high-quality work that fits generally into the broad spectrum of activities in the supramolecular chemistry field. Under normal circumstances, Supramolecular Chemistry does not consider manuscripts that would be more suitable in a highly specialized journal. This includes, but is not limited to, those based mostly or exclusively on topics such as solid state/X-ray structures, computational chemistry, or electrochemistry. . The two most important review criteria are that the paper presents high-quality work that fits generally into the broad spectrum of activities in the supramolecular chemistry field.
期刊最新文献
A tetraphenylethylene-based superphane for selective detection and adsorption of trace picric acid in aqueous media Analysing the self-assembly modes in chiral multi-component gels based on donor and acceptor moieties Advancements in luminescent supramolecular compounds for the detection of pesticides residue: a comprehensive review Fluorescent cyclopropyl ester probes are efficiently cleaved by endogenous carboxylesterase in mouse blood: implications for preclinical fluorescence imaging MASC 2023: remembering the past, celebrating the present and looking to the future
×
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
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 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 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1