葫芦[7]脲中的 1,8-辛二膦酸:固态和溶液综合研究

IF 2.3 4区 化学 Q2 Agricultural and Biological Sciences
Marina Cagnes, Inna Karatchevtseva, Alexander Angeloski, Yingjie Zhang
{"title":"葫芦[7]脲中的 1,8-辛二膦酸:固态和溶液综合研究","authors":"Marina Cagnes,&nbsp;Inna Karatchevtseva,&nbsp;Alexander Angeloski,&nbsp;Yingjie Zhang","doi":"10.1007/s10847-024-01227-3","DOIUrl":null,"url":null,"abstract":"<div><p>The inclusion of 1,8-octanediphosphonic acid (OA) in cucurbit[7]uril (Q[7]) has been investigated <i>via</i> a combined solid state and solution study. The reaction of OA and Q[7] in water led to the formation of a 1:1 inclusion compound <b>1</b> as a white crystalline material. Synchrotron single crystal X-ray diffraction revealed its detailed structure validated by Raman spectroscopy with featured vibrational modes from both organic molecules. Subsequent <sup>1</sup>H solution NMR data supported the formation of a 1:1 inclusion complex in aqueous solution. The changes in NMR chemical shifts are consistent with the solid-state orientation in which the phosphonic acid groups of OA are oriented externally to the carbonyl portals and the intervening alkyl chain lies within the cavity of Q[7]. However, the solution study also inferred possible formations of other complexes in solution. This work highlighted the advantage of combining solid state and solution studies to reveal the detailed molecular interactions involving complex inclusion phenomena.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"104 3-4","pages":"149 - 159"},"PeriodicalIF":2.3000,"publicationDate":"2024-03-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Inclusion of 1,8-octanediphosphonic acid in cucurbit[7]uril: a combined solid state and solution study\",\"authors\":\"Marina Cagnes,&nbsp;Inna Karatchevtseva,&nbsp;Alexander Angeloski,&nbsp;Yingjie Zhang\",\"doi\":\"10.1007/s10847-024-01227-3\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The inclusion of 1,8-octanediphosphonic acid (OA) in cucurbit[7]uril (Q[7]) has been investigated <i>via</i> a combined solid state and solution study. The reaction of OA and Q[7] in water led to the formation of a 1:1 inclusion compound <b>1</b> as a white crystalline material. Synchrotron single crystal X-ray diffraction revealed its detailed structure validated by Raman spectroscopy with featured vibrational modes from both organic molecules. Subsequent <sup>1</sup>H solution NMR data supported the formation of a 1:1 inclusion complex in aqueous solution. The changes in NMR chemical shifts are consistent with the solid-state orientation in which the phosphonic acid groups of OA are oriented externally to the carbonyl portals and the intervening alkyl chain lies within the cavity of Q[7]. However, the solution study also inferred possible formations of other complexes in solution. This work highlighted the advantage of combining solid state and solution studies to reveal the detailed molecular interactions involving complex inclusion phenomena.</p><h3>Graphical abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>\",\"PeriodicalId\":638,\"journal\":{\"name\":\"Journal of Inclusion Phenomena and Macrocyclic Chemistry\",\"volume\":\"104 3-4\",\"pages\":\"149 - 159\"},\"PeriodicalIF\":2.3000,\"publicationDate\":\"2024-03-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Inclusion Phenomena and Macrocyclic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s10847-024-01227-3\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"Agricultural and Biological Sciences\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s10847-024-01227-3","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"Agricultural and Biological Sciences","Score":null,"Total":0}
引用次数: 0

摘要

通过固态和溶液联合研究,对葫芦[7]脲(Q[7])中的 1,8-辛二膦酸(OA)包合物进行了调查。OA 和 Q[7] 在水中反应生成了 1:1 的包合物 1,呈白色结晶状。同步辐射单晶 X 射线衍射显示了它的详细结构,并通过拉曼光谱验证了这两种有机分子的特征振动模式。随后的 1H 溶液 NMR 数据支持在水溶液中形成 1:1 的包合物复合物。核磁共振化学位移的变化与固态取向一致,即 OA 的膦酸基团位于羰基门户的外部,而中间的烷基链位于 Q 的空腔内[7]。不过,溶液研究也推断出在溶液中可能形成其他复合物。这项工作凸显了结合固态和溶液研究来揭示涉及复杂包涵现象的详细分子相互作用的优势。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Inclusion of 1,8-octanediphosphonic acid in cucurbit[7]uril: a combined solid state and solution study

Inclusion of 1,8-octanediphosphonic acid in cucurbit[7]uril: a combined solid state and solution study

Inclusion of 1,8-octanediphosphonic acid in cucurbit[7]uril: a combined solid state and solution study

The inclusion of 1,8-octanediphosphonic acid (OA) in cucurbit[7]uril (Q[7]) has been investigated via a combined solid state and solution study. The reaction of OA and Q[7] in water led to the formation of a 1:1 inclusion compound 1 as a white crystalline material. Synchrotron single crystal X-ray diffraction revealed its detailed structure validated by Raman spectroscopy with featured vibrational modes from both organic molecules. Subsequent 1H solution NMR data supported the formation of a 1:1 inclusion complex in aqueous solution. The changes in NMR chemical shifts are consistent with the solid-state orientation in which the phosphonic acid groups of OA are oriented externally to the carbonyl portals and the intervening alkyl chain lies within the cavity of Q[7]. However, the solution study also inferred possible formations of other complexes in solution. This work highlighted the advantage of combining solid state and solution studies to reveal the detailed molecular interactions involving complex inclusion phenomena.

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
CiteScore
3.30
自引率
8.70%
发文量
0
审稿时长
3-8 weeks
期刊介绍: The Journal of Inclusion Phenomena and Macrocyclic Chemistry is the premier interdisciplinary publication reporting on original research into all aspects of host-guest systems. Examples of specific areas of interest are: the preparation and characterization of new hosts and new host-guest systems, especially those involving macrocyclic ligands; crystallographic, spectroscopic, thermodynamic and theoretical studies; applications in chromatography and inclusion polymerization; enzyme modelling; molecular recognition and catalysis by inclusion compounds; intercalates in biological and non-biological systems, cyclodextrin complexes and their applications in the agriculture, flavoring, food and pharmaceutical industries; synthesis, characterization and applications of zeolites. The journal publishes primarily reports of original research and preliminary communications, provided the latter represent a significant advance in the understanding of inclusion science. Critical reviews dealing with recent advances in the field are a periodic feature of the journal.
×
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