Zwitterionic Dual Halogen Bond-Catalyzed Electrophilic Bromination of Electron-Deficient Arenes under Mild Conditions

IF 11.3 1区化学 Q1 CHEMISTRY, PHYSICAL

ACS Catalysis Pub Date : 2025-02-25 DOI:10.1021/acscatal.5c00619

Muyin Zhang, Zhihai Ke

引用次数: 0

Abstract

Halogen bonding has become a prominent tool in organocatalysis, offering versatile and efficient applications. This paper presents a metal-free method to catalyze electrophilic bromination reactions of electron-deficient arenes through zwitterionic dual halogen bond catalysis. We study the potential of an underexplored class of zwitterionic iodonium compounds as both halogen bond donors and acceptors. This method is particularly significant as it operates under mild conditions, which is beneficial for maintaining the integrity of sensitive substrates. Furthermore, density functional theory calculations were used to gain insights into the dual halogen bond activation mode underlying the catalytic process.

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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.