Selective functionalization of C(sp³)–H bonds: Catalytic chlorination and bromination by Ironᴵᴵᴵ-acacen-halide under ambient condition

Chang SHEN, Wasihun Menberu DAGNAW, Ching Wai FONG, Kai Chung LAU, Cheuk Fai Stephen CHOW

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1 Citation (Scopus)

Abstract

The oxidative catalytic halogenations of the C(sp³)–H bond of alkanes promoted by Feᴵᴵᴵ(acacen)Cl (1ᴵᴵᴵ-Cl) and Feᴵᴵᴵ(acacen)Br (1ᴵᴵᴵ-Br) in the presence of trifluoroacetic acid (TFA) were investigated. Four major steps were involved: (i) formation of [Feᵛ(acacen)(oxo)X] species (X = Cl or Br), (ii) hydrogen-atom transfer, (iii) halogen atom rebound, and (iv) regeneration of 1ᴵᴵᴵ-Cl or 1ᴵᴵᴵ-Br. TFA played a significant role in (i) forming the high-valent iron-oxo intermediate and (ii) generating the reaction selectivity. Copyright © 2022 The Royal Society of Chemistry.
Original languageEnglish
Pages (from-to)10627-10630
JournalChemical Communications
Volume58
Issue number76
DOIs
Publication statusPublished - Sep 2022

Citation

Shen, C., Dagnaw, W. M., Fong, C. W., Lau, K. C., & Chow, C.-F. (2022). Selective functionalization of C(sp³)–H bonds: Catalytic chlorination and bromination by Ironᴵᴵᴵ-acacen-halide under ambient condition. Chemical Communications, 58(76), 10627-10630. doi: 10.1039/D2CC02924C

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