{"title":"Construction of unique pseudo[1]rotaxanes and [1]rotaxanes based on mono-functionalized pillar[5]arene Schiff bases","authors":"Dan Li, Ying Han, Jing Sun, Chao-Guo Yan","doi":"10.1007/s10847-022-01165-y","DOIUrl":null,"url":null,"abstract":"<div><p>A series of mono-functionalized pillar[5]arene Schiff bases were successfully synthesized by amidation reaction of pillar[5]arene mono-<i>O</i>-butyrate with various diaminoalkanes and sequential condensation reaction of monoaminoalkyl-functionalized pillar[5]arenes with substituted salicylaldehydes. <sup>1</sup>H NMR and 2D NOESY spectra clearly showed that all monoaminoalkyl-functionalized pillar[5]arenes could form pseudo[1]rotaxanes by self-sorting of aminoalkyl chain into the cavity of pillar[5]arene, while pillars[5]arene Schiff bases with longer than butylene chain (n ≥ 4) could form stable [1]rotaxane. The fluorescence spectrophotometry indicated that pillar[5]arene Schiff bases coordinated with Zn<sup>2+</sup> ion to form interesting complexes with 2:1 coordination ratio and with significant enhance of the fluorescence intensity.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 9-10","pages":"819 - 829"},"PeriodicalIF":2.3000,"publicationDate":"2022-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s10847-022-01165-y","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: 1
Abstract
A series of mono-functionalized pillar[5]arene Schiff bases were successfully synthesized by amidation reaction of pillar[5]arene mono-O-butyrate with various diaminoalkanes and sequential condensation reaction of monoaminoalkyl-functionalized pillar[5]arenes with substituted salicylaldehydes. 1H NMR and 2D NOESY spectra clearly showed that all monoaminoalkyl-functionalized pillar[5]arenes could form pseudo[1]rotaxanes by self-sorting of aminoalkyl chain into the cavity of pillar[5]arene, while pillars[5]arene Schiff bases with longer than butylene chain (n ≥ 4) could form stable [1]rotaxane. The fluorescence spectrophotometry indicated that pillar[5]arene Schiff bases coordinated with Zn2+ ion to form interesting complexes with 2:1 coordination ratio and with significant enhance of the fluorescence intensity.
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.
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