Cobalt-Catalyzed Formation of Grignard Reagents via C-O or C-S Bond Activation
SCIE
SCOPUS
- Title
- Cobalt-Catalyzed Formation of Grignard Reagents via C-O or C-S Bond Activation
- Authors
- PIETRASIAK, EWA; HA, SEONG MIN; Jeon Seungwon; JEONG, JONGHEON; LEE, JIYEON; SEO, JONGCHEOL; LEE, EUNSUNG
- Date Issued
- 2022-07
- Publisher
- American Chemical Society
- Abstract
- C(aryl)-OMe bond functionalization catalyzed by cobalt(II) chloride in combination with a nacnac-type ligand and magnesium as a reductant is reported. Borylation and benzoylation of aryl methoxides are demonstrated, and C(aryl)-SMe bond borylation can be achieved under similar conditions. This is the first example of achieving these transformations using cobalt catalysis. Mechanistic studies suggest that a Grignard reagent is generated as an intermediate in a rare example of a magnesiation via a C-O bond activation reaction. Indeed, an organomagnesium species could be directly observed by electrospray ionization mass spectroscopic analysis. Kinetic experiments indicate that a heterogeneous cobalt catalyst performs the C-O bond activation. © 2022 American Chemical Society. All rights reserved.
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/119435
- DOI
- 10.1021/acs.joc.2c00221
- ISSN
- 0022-3263
- Article Type
- Article
- Citation
- The Journal of Organic Chemistry, vol. 87, no. 13, page. 8380 - 8389, 2022-07
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