{"title":"Chiral Peropyrene by Selective Dimerization of Phenalenyl","authors":"Li Sun, Jianwei Liang, Zheng Zhou, Yong Yang","doi":"10.1021/acs.orglett.4c03235","DOIUrl":null,"url":null,"abstract":"Two aryl substituted phenalenyl derivatives were synthesized, providing an opportunity to study the steric effects on selectivity of phenalenyl dimerization. Owing to σ-dimerization serving as the decisive step in phenalenyl–peropyrene transformation, a chiral peropyrene compound was generated by dimerization of triarylphenalenyl, while tetraarylphenalenyl did not afford any dimerized product. The structure and properties of chiral peropyrene were elaborated. Our study showcases that phenalenyl dimerization could function as a useful tool to synthesize fascinating π-conjugated hydrocarbons.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":null,"pages":null},"PeriodicalIF":4.9000,"publicationDate":"2024-10-15","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.4c03235","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
Two aryl substituted phenalenyl derivatives were synthesized, providing an opportunity to study the steric effects on selectivity of phenalenyl dimerization. Owing to σ-dimerization serving as the decisive step in phenalenyl–peropyrene transformation, a chiral peropyrene compound was generated by dimerization of triarylphenalenyl, while tetraarylphenalenyl did not afford any dimerized product. The structure and properties of chiral peropyrene were elaborated. Our study showcases that phenalenyl dimerization could function as a useful tool to synthesize fascinating π-conjugated hydrocarbons.
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.
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