Green and controllable synthesis of symmetrical and unsymmetrical difluoromethylated diarylmethanes via a direct bisarylation strategy enabled by an HFIP–B(C6F5)3 adduct†

IF 9.2 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Green Chemistry Pub Date : 2024-09-18 Epub Date: 2024-09-24 DOI:10.1039/d4gc03917c
Xindi Li , Yiping Zhu , Zhina Gong , Jinshan Li , Jialin Xie , Zhendong Zhao , Jianwei Li , Chunman Jia
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Abstract

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.

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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
本研究开发了一种无金属 B(C6F5)3 和 HFIP 协同催化的二氟乙醛乙基半缩醛与苯胺之间的双芳基化反应,无需使用化学活化剂或在浓强酸介质中即可高效合成对称和不对称的二氟甲基化二芳基甲烷。这种高效、可扩展且操作简单的方案具有原子经济性高和底物耐受性广的特点,可在温和条件下快速获得各种对称和不对称二氟甲基化二芳基甲烷产品。此外,HFIP 溶剂的可回收性和可再利用性使得该反应非常环保。
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来源期刊
Green Chemistry
Green Chemistry 化学-化学综合
CiteScore
16.10
自引率
7.10%
发文量
677
审稿时长
1.4 months
期刊介绍: Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.
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