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 Chow

doi:10.1039/d2cc02924c

Author(s)

Chang Shen
Wasihun Menberu Dagnaw
Ching Wai Fong
Kai Chung Lau
Cheuk-Fai Chow

Related Research Unit(s)

Department of Chemistry

Detail(s)

Original language	English
Pages (from-to)	10627–10630
Journal / Publication	Chemical Communications
Volume	58
Issue number	76
Online published	2 Sep 2022
Publication status	Published - 28 Sep 2022

Link(s)

DOI	DOI https://doi.org/10.1039/d2cc02924c Final Published version
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Link to Scopus	https://www.scopus.com/record/display.uri?eid=2-s2.0-85138489986&origin=recordpage
Permanent Link	https://scholars.cityu.edu.hk/en/publications/publication(a81eb840-0157-4ae9-9ba4-2748b7646399).html

Abstract

The oxidative catalytic halogenations of the C(sp³)-H bond of alkanes promoted by Fe^III(acacen)Cl (1^III-Cl) and Fe^III(acacen)Br (1III-Br) in the presence of trifluoroacetic acid (TFA) were investigated. Four major steps were involved: (i) formation of [Fe^V(acacen)(oxo)X] species (X = Cl or Br), (ii) hydrogen-atom transfer, (iii) halogen atom rebound, and (iv) regeneration of 1^III-Cl or 1^III-Br. TFA played a significant role in (i) forming the high-valent iron-oxo intermediate and (ii) generating the reaction selectivity.

Citation Format(s)

[ RIS ] [ BibTeX ]

Selective functionalization of C(sp³)-H bonds : catalytic chlorination and bromination by Iron^III-acacen-halide under ambient condition. / Shen, Chang; Dagnaw, Wasihun Menberu; Fong, Ching Wai et al.

In: Chemical Communications, Vol. 58, No. 76, 28.09.2022, p. 10627–10630.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62) › 21_Publication in refereed journal › peer-review

Shen, C, Dagnaw, WM, Fong, CW, Lau, KC & Chow, C-F 2022, 'Selective functionalization of C(sp³)-H bonds: catalytic chlorination and bromination by Iron^III-acacen-halide under ambient condition', Chemical Communications, vol. 58, no. 76, pp. 10627–10630. https://doi.org/10.1039/d2cc02924c

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 Iron^III-acacen-halide under ambient condition. Chemical Communications, 58(76), 10627–10630. https://doi.org/10.1039/d2cc02924c

Shen C, Dagnaw WM, Fong CW, Lau KC, Chow C-F. Selective functionalization of C(sp³)-H bonds: catalytic chlorination and bromination by Iron^III-acacen-halide under ambient condition. Chemical Communications. 2022 Sep 28;58(76):10627–10630. Epub 2022 Sep 2. doi: 10.1039/d2cc02924c

Shen, Chang ; Dagnaw, Wasihun Menberu ; Fong, Ching Wai et al. / Selective functionalization of C(sp³)-H bonds : catalytic chlorination and bromination by Iron^III-acacen-halide under ambient condition. In: Chemical Communications. 2022 ; Vol. 58, No. 76. pp. 10627–10630.

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