Aya Takano, Fuji Saito, Hiroyuki Murata, Tsuyuka Sugiishi, Hideki Amii
{"title":"Controlled nucleophilic aromatic substitution of hexafluorobenzene using a flow microreactor","authors":"Aya Takano, Fuji Saito, Hiroyuki Murata, Tsuyuka Sugiishi, Hideki Amii","doi":"10.1016/j.jfluchem.2024.110366","DOIUrl":null,"url":null,"abstract":"<div><div>Nucleophilic aromatic substitution (S<sub>N</sub>Ar) contributes to creating a variety of useful materials. It is well-known that selective S<sub>N</sub>Ar reactions of perfluorinated aromatics such as hexafluorobenzene with nucleophiles are difficult to achieve using conventional macro batch systems due to the contamination of the di-substituted products. To take advantage of flow microreactor system, we succeeded in the controlled S<sub>N</sub>Ar reactions of hexafluorobenzene with organolithiums employing continuous flow reactors.</div></div>","PeriodicalId":357,"journal":{"name":"Journal of Fluorine Chemistry","volume":"280 ","pages":"Article 110366"},"PeriodicalIF":1.7000,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Fluorine Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S002211392400126X","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
引用次数: 0
Abstract
Nucleophilic aromatic substitution (SNAr) contributes to creating a variety of useful materials. It is well-known that selective SNAr reactions of perfluorinated aromatics such as hexafluorobenzene with nucleophiles are difficult to achieve using conventional macro batch systems due to the contamination of the di-substituted products. To take advantage of flow microreactor system, we succeeded in the controlled SNAr reactions of hexafluorobenzene with organolithiums employing continuous flow reactors.
期刊介绍:
The Journal of Fluorine Chemistry contains reviews, original papers and short communications. The journal covers all aspects of pure and applied research on the chemistry as well as on the applications of fluorine, and of compounds or materials where fluorine exercises significant effects. This can include all chemistry research areas (inorganic, organic, organometallic, macromolecular and physical chemistry) but also includes papers on biological/biochemical related aspects of Fluorine chemistry as well as medicinal, agrochemical and pharmacological research. The Journal of Fluorine Chemistry also publishes environmental and industrial papers dealing with aspects of Fluorine chemistry on energy and material sciences. Preparative and physico-chemical investigations as well as theoretical, structural and mechanistic aspects are covered. The Journal, however, does not accept work of purely routine nature.
For reviews and special issues on particular topics of fluorine chemistry or from selected symposia, please contact the Regional Editors for further details.