Synthesis of functional (thia)calix[4]arene derivatives using modular azide-alkyne cycloaddition approach

IF 2.3 4区 化学 Q2 Agricultural and Biological Sciences
Egor Makarov, Zarina Iskhakova, Vladimir Burilov, Svetlana Solovieva, Igor Antipin
{"title":"Synthesis of functional (thia)calix[4]arene derivatives using modular azide-alkyne cycloaddition approach","authors":"Egor Makarov,&nbsp;Zarina Iskhakova,&nbsp;Vladimir Burilov,&nbsp;Svetlana Solovieva,&nbsp;Igor Antipin","doi":"10.1007/s10847-023-01200-6","DOIUrl":null,"url":null,"abstract":"<div><p>Today, the modification of the organic molecules using the copper-catalyzed azide-alkyne cycloaddition reaction (CuAAC) is of great interest, as evidenced by the Nobel Prize in Chemistry awarded in 2022 to the founder of “click” chemistry. Supramolecular chemistry, in turn, is one of the actively developing branches of modern science. Using the CuAAC approach is a very convenient method to obtain new macrocyclic structures of interest. This review focuses on the use of the modular “click”-chemistry approach for the synthesis of various triazole derivatives of thiacalix[4]arenes and calix[4]arenes as well as general routes for the synthesis of their precursors (azides and alkynes). Examples of some functional systems based on triazole-containing macrocycles, such as chemosensors, multicalixarenes, amphiphilic calixarenes as well as examples of the use of triazole calixarenes for bioapplications are described.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"103 9-10","pages":"319 - 353"},"PeriodicalIF":2.3000,"publicationDate":"2023-08-23","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/s10847-023-01200-6","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

Abstract

Today, the modification of the organic molecules using the copper-catalyzed azide-alkyne cycloaddition reaction (CuAAC) is of great interest, as evidenced by the Nobel Prize in Chemistry awarded in 2022 to the founder of “click” chemistry. Supramolecular chemistry, in turn, is one of the actively developing branches of modern science. Using the CuAAC approach is a very convenient method to obtain new macrocyclic structures of interest. This review focuses on the use of the modular “click”-chemistry approach for the synthesis of various triazole derivatives of thiacalix[4]arenes and calix[4]arenes as well as general routes for the synthesis of their precursors (azides and alkynes). Examples of some functional systems based on triazole-containing macrocycles, such as chemosensors, multicalixarenes, amphiphilic calixarenes as well as examples of the use of triazole calixarenes for bioapplications are described.

Abstract Image

模块化叠氮-炔环加成法合成功能化(thia)杯芳烃衍生物
今天,利用铜催化叠氮化物-炔环加成反应(CuAAC)修饰有机分子引起了极大的兴趣,2022年诺贝尔化学奖授予了“点击”化学的创始人。而超分子化学则是现代科学中正在积极发展的分支之一。使用CuAAC方法是一种非常方便的方法来获得新的感兴趣的大环结构。本文综述了采用模块化的“点击”化学方法合成噻吩杯[4]芳烃和杯[4]芳烃的各种三唑衍生物及其前体(叠氮化物和炔烃)的一般合成路线。一些基于含三唑大环的功能系统的例子,如化学传感器、多杯芳烃、两亲杯芳烃,以及三唑杯芳烃在生物应用中的应用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
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