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

Yasuhiro Uozumi; Shusuke Hattori

doi:10.1055/s-0042-1753202

Synfacts, Table of Contents

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

Abstract

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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

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).

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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