{"title":"Pyrrolizinofluorene-embedded dithiacalixcorrole(1.0.1.1)s†","authors":"Pooja Varak , Mangalampalli Ravikanth","doi":"10.1039/d4ob01276c","DOIUrl":null,"url":null,"abstract":"<div><div>An unprecedented synthesis of pyrrolizinofluorene moiety embedded dithiacalixcorrole(1.0.<em>1</em>.<em>1</em>)s <em>via</em> [3 + 2] condensation of fluorene-based tripyrrane and appropriate bithiophene diol under TFA-catalyzed conditions is reported. Single crystal X-ray structural analysis revealed that the fluorene unit was inverted and involved in the intramolecular C–N bond formation, resulting in the generation of an unusual pyrrolizinofluorene moiety as part of the dithiacalixcorrole(1.0.<em>1</em>.<em>1</em>) framework. These macrocycles exhibit strong absorption in the UV-visible region and electrochemical studies revealed their electron-rich nature.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"22 40","pages":"Pages 8125-8132"},"PeriodicalIF":2.7000,"publicationDate":"2024-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052024008231","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
An unprecedented synthesis of pyrrolizinofluorene moiety embedded dithiacalixcorrole(1.0.1.1)s via [3 + 2] condensation of fluorene-based tripyrrane and appropriate bithiophene diol under TFA-catalyzed conditions is reported. Single crystal X-ray structural analysis revealed that the fluorene unit was inverted and involved in the intramolecular C–N bond formation, resulting in the generation of an unusual pyrrolizinofluorene moiety as part of the dithiacalixcorrole(1.0.1.1) framework. These macrocycles exhibit strong absorption in the UV-visible region and electrochemical studies revealed their electron-rich nature.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.