2,6-Diisopropoxyphenyl(dicyclohexyl)phosphine: A New Ligand for Palladium-Catalyzed Amination Reactions of Aryl Chlorides with Potassium Hydroxide as the Base
A new, readily available monophosphine tetrafluoroborate salt [L2⋅HBF4] was developed for the palladium‐catalyzed amination reaction of aryl chlorides in moderate to high yields with the cheap and easily available potassium hydroxide as the base. The reaction enjoys a wide scope, lower reaction temp...
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Veröffentlicht in: | Advanced synthesis & catalysis 2011-01, Vol.353 (1), p.100-112 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A new, readily available monophosphine tetrafluoroborate salt [L2⋅HBF4] was developed for the palladium‐catalyzed amination reaction of aryl chlorides in moderate to high yields with the cheap and easily available potassium hydroxide as the base. The reaction enjoys a wide scope, lower reaction temperatures, shorter reaction times, high yields, and low catalyst loading when compared to some of same amination reactions reported in the literature. Based on a kinetic study, 31P NMR measurements, and DFT calculations, a mechanism involving a 1:1 Pd/L species is proposed. |
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ISSN: | 1615-4150 1615-4169 1615-4169 |
DOI: | 10.1002/adsc.201000349 |