Dan Li, Ying Han, Jing Sun, Wen-Long Liu, Chao-Guo Yan
{"title":"Convenient construction of unique bis-[1]rotaxanes based on azobenzene-bridged dipillar[5]arenes","authors":"Dan Li, Ying Han, Jing Sun, Wen-Long Liu, Chao-Guo Yan","doi":"10.1007/s10847-021-01115-0","DOIUrl":null,"url":null,"abstract":"<div><p>A series of azobenzene-bridged dipillar[5]arenes were conveniently synthesized by coupling reaction of aminoalkyl-functionalized pillar[5]arenes with azobenzene-4,4’-dioxyacetic acid or azobenzene-4,4’-dioxybutanoic acid in dry chloroform under the combinatorial catalysis of HOBt/EDCl. <sup>1</sup>H NMR, 2D NOESY spectra and single crystal structure clearly indicated that the unique bis-[1]rotaxanes could be formed by threading two diaminoalkylene units into the two cavities of pillar[5]arenes depending on the length of the diaminoalkylene chains. Under light irradiation at 365 nm, the <i>trans</i>-azobenzene unit transferred to <i>cis-</i>configuration, while the basic bis-[1]rotaxane structure was kept unchanged.</p><h3>Graphic abstract</h3>\n <figure><div><div><div><picture><img></picture></div></div></div></figure>\n </div>","PeriodicalId":54324,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 3-4","pages":"261 - 270"},"PeriodicalIF":1.7000,"publicationDate":"2021-10-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s10847-021-01115-0.pdf","citationCount":"4","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s10847-021-01115-0","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: 4
Abstract
A series of azobenzene-bridged dipillar[5]arenes were conveniently synthesized by coupling reaction of aminoalkyl-functionalized pillar[5]arenes with azobenzene-4,4’-dioxyacetic acid or azobenzene-4,4’-dioxybutanoic acid in dry chloroform under the combinatorial catalysis of HOBt/EDCl. 1H NMR, 2D NOESY spectra and single crystal structure clearly indicated that the unique bis-[1]rotaxanes could be formed by threading two diaminoalkylene units into the two cavities of pillar[5]arenes depending on the length of the diaminoalkylene chains. Under light irradiation at 365 nm, the trans-azobenzene unit transferred to cis-configuration, while the basic bis-[1]rotaxane structure was kept unchanged.
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.