{"title":"Racemization of Cross-Chain Bridging Cryptands: Effects of Linker Combination on Racemization Rate","authors":"Taisei Maruyama, Syogo Niimi, Shinobu Miyagawa, Yuji Tokunaga","doi":"10.1021/acs.orglett.5c01161","DOIUrl":null,"url":null,"abstract":"We synthesized three 28-membered chiral cross-chain bridging cryptands ([3.3.6], [4.4.5], and [5.5.4]) with three different linker combinations. After the separation of their enantiomers, the racemization behavior of the cryptands was evaluated by chiral high-performance liquid chromatography. As the number of ethylene glycol units in the two cross-chain linkages increased, the racemization reaction proceeded slowly.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"24 1","pages":""},"PeriodicalIF":4.9000,"publicationDate":"2025-05-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.5c01161","RegionNum":1,"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 synthesized three 28-membered chiral cross-chain bridging cryptands ([3.3.6], [4.4.5], and [5.5.4]) with three different linker combinations. After the separation of their enantiomers, the racemization behavior of the cryptands was evaluated by chiral high-performance liquid chromatography. As the number of ethylene glycol units in the two cross-chain linkages increased, the racemization reaction proceeded slowly.
期刊介绍:
Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.