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

IF 11.3 1区化学 Q1 CHEMISTRY, PHYSICAL ACS Catalysis Pub Date : 2024-09-24 DOI:10.1039/D4GC03917C

Xindi Li, Yiping Zhu, Zhina Gong, Jinshan Li, Jialin Xie, Zhendong Zhao, Jianwei Li and Chunman Jia

引用次数: 0

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

ACS Catalysis CHEMISTRY, PHYSICAL-

CiteScore

20.80

自引率

6.20%

发文量

1253

审稿时长

1.5 months

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.