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
Hauptverfasser: Lü, Bo, Li, Pengbin, Fu, Chunling, Xue, Liqin, Lin, Zhenyang, Ma, Shengming
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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.
ISSN:1615-4150
1615-4169
1615-4169
DOI:10.1002/adsc.201000349