{"title":"Competition and cooperation between steric hindrance and hydrogen bonding of supramolecular discs.","authors":"Yuhei Yamada, Shunsuke Kakinuma, Hiroki Hanayama, Sougata Datta, Shiki Yagai","doi":"10.1039/d5ob00609k","DOIUrl":null,"url":null,"abstract":"<p><p>We previously reported supramolecular polymers formed by π-π stacking between disc-shaped hexamers (rosettes) of barbituric acid-functionalized π-conjugated molecules. Herein, we investigated the impact of amide-mediated hydrogen bonding along two types of polymer backbones formed by distinct stacking of rosettes. The stabilization of the hydrogen bonds strongly depends on the intrinsic stacking arrangement of rosettes, which competes with the amide hydrogen-bonding.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" ","pages":""},"PeriodicalIF":2.9000,"publicationDate":"2025-05-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d5ob00609k","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
We previously reported supramolecular polymers formed by π-π stacking between disc-shaped hexamers (rosettes) of barbituric acid-functionalized π-conjugated molecules. Herein, we investigated the impact of amide-mediated hydrogen bonding along two types of polymer backbones formed by distinct stacking of rosettes. The stabilization of the hydrogen bonds strongly depends on the intrinsic stacking arrangement of rosettes, which competes with the amide hydrogen-bonding.
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.