Copper-Mediated Fluoroalkylation of Aryl Bromides and Chlorides Enabled by Directing Groups

This report describes the reactions between N-heterocyclic carbene copper(I) fluoroalkyl complexes and aryl halides bearing ortho-directing groups. Pyridine, pyrazole, oxazoline, imine, and ester directing groups are shown to dramatically enhance the reactivity of aryl bromides and chlorides with (I...

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Veröffentlicht in:Organometallics. - 1998. - 42(2023), 7 vom: 10. Apr., Seite 543-546
1. Verfasser: Hall, Jonathan R (VerfasserIn)
Weitere Verfasser: Blythe, Isaac M, Sharninghausen, Liam S, Sanford, Melanie S
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2023
Zugriff auf das übergeordnete Werk:Organometallics
Schlagworte:Journal Article
Beschreibung
Zusammenfassung:This report describes the reactions between N-heterocyclic carbene copper(I) fluoroalkyl complexes and aryl halides bearing ortho-directing groups. Pyridine, pyrazole, oxazoline, imine, and ester directing groups are shown to dramatically enhance the reactivity of aryl bromides and chlorides with (IPr)CuI-fluoroalkyl complexes (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene; fluoroalkyl = difluoromethyl and pentafluoroethyl) to afford aryl-fluoroalkyl coupling products. This approach is leveraged to achieve the Cu-catalyzed directed fluoroalkylation of a series of aryl bromide substrates
Beschreibung:Date Revised 11.04.2024
published: Print-Electronic
Citation Status PubMed-not-MEDLINE
ISSN:0276-7333
DOI:10.1021/acs.organomet.3c00066