Xindi Li, Yiping Zhu, Zhina Gong, Jinshan Li, Jialin Xie, Zhendong Zhao, Jianwei Li and Chunman Jia
{"title":"通过 HFIP-B(C6F5)3加合物促成的直接双芳基化策略,绿色可控地合成对称和不对称二氟甲基二芳基甲烷","authors":"Xindi Li, Yiping Zhu, Zhina Gong, Jinshan Li, Jialin Xie, Zhendong Zhao, Jianwei Li and Chunman Jia","doi":"10.1039/D4GC03917C","DOIUrl":null,"url":null,"abstract":"<p >A metal-free B(C<small><sub>6</sub></small>F<small><sub>5</sub></small>)<small><sub>3</sub></small> and HFIP synergistically catalyzed bisarylation reaction between difluoroacetaldehyde ethyl hemiacetal and anilines was developed to efficiently synthesize symmetrical and unsymmetrical difluoromethylated diarylmethanes without using stoichiometric activating agents or in concentrated strong acid media. This efficient, scalable and operationally simple protocol displays high atom economy and broad substrate tolerance, allowing quick access to diverse symmetrical and unsymmetrical difluoromethylated diarylmethane products under mild conditions. Furthermore, the recyclability and reusability of the HFIP solvent make the reaction environmentally friendly.</p>","PeriodicalId":9,"journal":{"name":"ACS Catalysis ","volume":null,"pages":null},"PeriodicalIF":11.3000,"publicationDate":"2024-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Green and controllable synthesis of symmetrical and unsymmetrical difluoromethylated diarylmethanes via a direct bisarylation strategy enabled by an HFIP–B(C6F5)3 adduct†\",\"authors\":\"Xindi Li, Yiping Zhu, Zhina Gong, Jinshan Li, Jialin Xie, Zhendong Zhao, Jianwei Li and Chunman Jia\",\"doi\":\"10.1039/D4GC03917C\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >A metal-free B(C<small><sub>6</sub></small>F<small><sub>5</sub></small>)<small><sub>3</sub></small> and HFIP synergistically catalyzed bisarylation reaction between difluoroacetaldehyde ethyl hemiacetal and anilines was developed to efficiently synthesize symmetrical and unsymmetrical difluoromethylated diarylmethanes without using stoichiometric activating agents or in concentrated strong acid media. This efficient, scalable and operationally simple protocol displays high atom economy and broad substrate tolerance, allowing quick access to diverse symmetrical and unsymmetrical difluoromethylated diarylmethane products under mild conditions. Furthermore, the recyclability and reusability of the HFIP solvent make the reaction environmentally friendly.</p>\",\"PeriodicalId\":9,\"journal\":{\"name\":\"ACS Catalysis \",\"volume\":null,\"pages\":null},\"PeriodicalIF\":11.3000,\"publicationDate\":\"2024-09-24\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ACS Catalysis \",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2024/gc/d4gc03917c\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Catalysis ","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2024/gc/d4gc03917c","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
Green and controllable synthesis of symmetrical and unsymmetrical difluoromethylated diarylmethanes via a direct bisarylation strategy enabled by an HFIP–B(C6F5)3 adduct†
A metal-free B(C6F5)3 and HFIP synergistically catalyzed bisarylation reaction between difluoroacetaldehyde ethyl hemiacetal and anilines was developed to efficiently synthesize symmetrical and unsymmetrical difluoromethylated diarylmethanes without using stoichiometric activating agents or in concentrated strong acid media. This efficient, scalable and operationally simple protocol displays high atom economy and broad substrate tolerance, allowing quick access to diverse symmetrical and unsymmetrical difluoromethylated diarylmethane products under mild conditions. Furthermore, the recyclability and reusability of the HFIP solvent make the reaction environmentally friendly.
期刊介绍:
ACS Catalysis is an esteemed journal that publishes original research in the fields of heterogeneous catalysis, molecular catalysis, and biocatalysis. It offers broad coverage across diverse areas such as life sciences, organometallics and synthesis, photochemistry and electrochemistry, drug discovery and synthesis, materials science, environmental protection, polymer discovery and synthesis, and energy and fuels.
The scope of the journal is to showcase innovative work in various aspects of catalysis. This includes new reactions and novel synthetic approaches utilizing known catalysts, the discovery or modification of new catalysts, elucidation of catalytic mechanisms through cutting-edge investigations, practical enhancements of existing processes, as well as conceptual advances in the field. Contributions to ACS Catalysis can encompass both experimental and theoretical research focused on catalytic molecules, macromolecules, and materials that exhibit catalytic turnover.