{"title":"一种新的cof3介导的结晶过硫化冕的氟化方法","authors":"Sven Mörsel , Frank Hampel , Andreas Hirsch","doi":"10.1016/j.tetlet.2025.155728","DOIUrl":null,"url":null,"abstract":"<div><div>We describe the cobalt-mediated solid-state fluorination of coronene. The transition-metal-mediated fluorination facilitates perfluorination and dearomatization only at the edges of the molecule, leaving the aromatic core intact. The resulting edge-perfluorinated coronene serves as a precursor for the microwave-assisted synthesis of dodecakis-(phenylthio)coronene. Single crystal X-ray structure analysis of dodecakis-(phenylthio)coronene reveals a columnar alignment, facilitated only by short CH<img>π interactions and CH<img>S hydrogen bonding.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"169 ","pages":"Article 155728"},"PeriodicalIF":1.5000,"publicationDate":"2025-07-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A novel CoF3-mediated fluorination approach toward crystalline perthiolated coronenes\",\"authors\":\"Sven Mörsel , Frank Hampel , Andreas Hirsch\",\"doi\":\"10.1016/j.tetlet.2025.155728\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>We describe the cobalt-mediated solid-state fluorination of coronene. The transition-metal-mediated fluorination facilitates perfluorination and dearomatization only at the edges of the molecule, leaving the aromatic core intact. The resulting edge-perfluorinated coronene serves as a precursor for the microwave-assisted synthesis of dodecakis-(phenylthio)coronene. Single crystal X-ray structure analysis of dodecakis-(phenylthio)coronene reveals a columnar alignment, facilitated only by short CH<img>π interactions and CH<img>S hydrogen bonding.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"169 \",\"pages\":\"Article 155728\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-07-03\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040403925002771\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403925002771","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
A novel CoF3-mediated fluorination approach toward crystalline perthiolated coronenes
We describe the cobalt-mediated solid-state fluorination of coronene. The transition-metal-mediated fluorination facilitates perfluorination and dearomatization only at the edges of the molecule, leaving the aromatic core intact. The resulting edge-perfluorinated coronene serves as a precursor for the microwave-assisted synthesis of dodecakis-(phenylthio)coronene. Single crystal X-ray structure analysis of dodecakis-(phenylthio)coronene reveals a columnar alignment, facilitated only by short CHπ interactions and CHS hydrogen bonding.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.