{"title":"An aromatic layered foldamer based on a (cis, cis)-squaramide: chiral induction and absolute structure†","authors":"Kazusa Kuyama , Fumi Takeda , Ayano Ikeda , Kimiko Tanaka , Kosuke Katagiri , Masatoshi Kawahata , Yusuke Okada , Nagao Kobayashi , Hiroyuki Kagechika , Aya Tanatani","doi":"10.1039/d5ob00324e","DOIUrl":null,"url":null,"abstract":"<div><div>The <em>meta</em>-linked bissquaramides and were synthesized and spectroscopically characterized. Compound , composed of two <em>N</em>,<em>N</em>′-dialkyl-<em>N</em>,<em>N</em>′-diphenylsquaramides sharing a common benzene ring, exhibits CD signals characteristic of right-handed helicity, despite the <em>S</em>-chirality of each unit and its left-handed-helical structure in X-ray crystal analysis. This inversion arises from the interaction of the electric transition moments of the two units.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"23 20","pages":"Pages 4927-4933"},"PeriodicalIF":2.7000,"publicationDate":"2025-04-16","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/S1477052025003362","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
The meta-linked bissquaramides and were synthesized and spectroscopically characterized. Compound , composed of two N,N′-dialkyl-N,N′-diphenylsquaramides sharing a common benzene ring, exhibits CD signals characteristic of right-handed helicity, despite the S-chirality of each unit and its left-handed-helical structure in X-ray crystal analysis. This inversion arises from the interaction of the electric transition moments of the two units.
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.