A novel CoF3-mediated fluorination approach toward crystalline perthiolated coronenes

IF 1.5 4区 化学 Q3 CHEMISTRY, ORGANIC
Sven Mörsel , Frank Hampel , Andreas Hirsch
{"title":"A novel CoF3-mediated fluorination approach toward crystalline perthiolated coronenes","authors":"Sven Mörsel ,&nbsp;Frank Hampel ,&nbsp;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}
引用次数: 0

Abstract

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.

Abstract Image

一种新的cof3介导的结晶过硫化冕的氟化方法
我们描述了钴介导的冠烯固态氟化。过渡金属介导的氟化只在分子的边缘促进全氟化和脱芳化,使芳香核心保持完整。所得到的边缘全氟化冠烯可作为微波辅助合成十二烷基(苯硫)冠烯的前体。单晶x射线结构分析显示,十二烷基-(苯基硫代)冕烯仅在短CHπ相互作用和CHS氢键作用下呈柱状排列。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 求助全文
来源期刊
Tetrahedron Letters
Tetrahedron Letters 化学-有机化学
CiteScore
3.50
自引率
5.60%
发文量
521
审稿时长
28 days
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.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信