Iron-Catalyzed Highly para-Selective Difluoromethylation of Arenes
Direct functionalization of a C–H bond at either the meta or para position by only changing the catalyst system poses a significant challenge. We herein report the [Fe(TPP)Cl]-enabled, selective, C–H difluoromethylation of arenes using BrCF2CO2Et as the difluoromethylation source, which successful...
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Veröffentlicht in: | Journal of the American Chemical Society 2020-12, Vol.142 (49), p.20524-20530 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Direct functionalization of a C–H bond at either the meta or para position by only changing the catalyst system poses a significant challenge. We herein report the [Fe(TPP)Cl]-enabled, selective, C–H difluoromethylation of arenes using BrCF2CO2Et as the difluoromethylation source, which successfully altered the selectivity from the meta to the para position. A preliminary mechanistic study revealed the iron porphyrin complex not only activated the aromatic ring but also induced para selectivity due to the influence of ligand sterics. |
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ISSN: | 0002-7863 1520-5126 |
DOI: | 10.1021/jacs.0c09545 |