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Synfacts 2023; 19(01): 0066
DOI: 10.1055/s-0042-1753202
Polymer-Supported Synthesis

Fluorination of Acyl Chlorides Promoted by a Single-Atom Cobalt Catalyst

Contributor(s):
Yasuhiro Uozumi
,
Shusuke Hattori
Li W.-H, Ye B.-C, Yang J, Wang Y, Yang C.-J, Pan Y.-M, Tang H.-T, *, Wang D, *, Li Y. Guangxi Normal University, Guilin and Tsinghua University, Beijing, P. R. of China
A Single-Atom Cobalt Catalyst for the Fluorination of Acyl Chlorides at Parts-per-Million Catalyst Loading.

Angew. Chem. Int. Ed. 2022;
61: e202209749
DOI: 10.1002/anie.202209749
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Key words

single-atom cobalt catalysis - imidazoles - acyl fluorides - acyl chlorides

Significance

A single-atom cobalt catalyst ­(Co-N4@NC) was prepared by pyrolysis of the Zn and Co metal-organic zeolitic framework (CoZn@BMOF) consisting of Zn, Co, and 2-methylimidazole (eq. 1). Co-N4@NC and AgF catalyzed the fluorination of acyl chlorides with KF as the fluorine source to afford the corresponding acyl fluorides in ≤ 99% NMR yield (eq. 2).


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Comment

Co-N4@NC was characterized by means of TEM, HR-TEM, HAADF-STEM, SEM, nitrogen adsorption–desorption, EDS, XRD, XPS, XANES, FT-EXAFS, ICP-OES, and WT. The fluorination catalyzed by 0.576 ppm of Co-N4@NC proceeded with a high turnover number of 1.56 × 106.


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Publication History

Article published online:
16 December 2022

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