Pub Date : 2023-11-04DOI: 10.1007/s10847-023-01208-y
Xia Tian, Jianrong Han, Sheng wei Zhou, Yupeng Wang, Yuting Li, Chengbin Wang, Wei Su, Shouxin Liu
A novel [c2] daisy chain was successfully constructed by the hermaphroditic monomer of dibenzo[24]-crown-8 (DB24C8) derivative bearing secondary ammonium salt (1) from the analysis of the solution-phase behavior of parent monomers and single-crystal X-ray analysis. 1H NMR spectroscopy was employed to show that the crown ether moiety and the secondary ammonium salt unit underwent acid–base and alkali metal cation dependent switches. The complexation behavior of this hermaphroditic monomer in the solution was further demonstrated to exhibit the controlled photophysical behavior as a reversible luminescent switch in the presence of acids or bases. Solid morphology was determined by SEM.
{"title":"Chemically controlled self-assembly behaviors of dibenzo-24-crown-8 bearing ammonium salt moiety","authors":"Xia Tian, Jianrong Han, Sheng wei Zhou, Yupeng Wang, Yuting Li, Chengbin Wang, Wei Su, Shouxin Liu","doi":"10.1007/s10847-023-01208-y","DOIUrl":"10.1007/s10847-023-01208-y","url":null,"abstract":"<div><p>A novel [c2] daisy chain was successfully constructed by the hermaphroditic monomer of dibenzo[24]-crown-8 (DB24C8) derivative bearing secondary ammonium salt (1) from the analysis of the solution-phase behavior of parent monomers and single-crystal X-ray analysis. <sup>1</sup>H NMR spectroscopy was employed to show that the crown ether moiety and the secondary ammonium salt unit underwent acid–base and alkali metal cation dependent switches. The complexation behavior of this hermaphroditic monomer in the solution was further demonstrated to exhibit the controlled photophysical behavior as a reversible luminescent switch in the presence of acids or bases. Solid morphology was determined by SEM.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":null,"pages":null},"PeriodicalIF":2.3,"publicationDate":"2023-11-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135773674","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
In this study, we designed and prepared two new β-cyclodextrins (1 and 2) bearing ethylene glycol chains to develop highly water-soluble cyclodextrins. They had excellent water solubility and could successfully dissolve 17-β-estradiol in water, which was considered a poorly soluble drug model. Additionally, the nuclear magnetic resonance structural analysis of a mixed sample of 17-β-estradiol and 1 in D2O–H2O suggested two different types of inclusion complexes with different 17-β-estradiol molecule orientations inside the cavity of 1.