Synergistic Ligand Effect between N-Heterocyclic Carbene (NHC) and Bicyclic Phosphoramidite (Briphos) Ligands in Pd-Catalyzed Amination

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A synergistic ligand effect between NHC and phosphorus ligands in Pd-catalyzed Buchwald-Hartwig amination reactions was demonstrated with tunable pi-acceptor bicyclic bridgehead phosphoramidite (briphos) ligands. The catalytic activity of NHC-Pd-L (L = phosphorus ligand) precatalysts depends on the electronic properties of L. A NHC-Pd-L catalyst with an N-cyclohexyl-substituted briphos ligand was found to be highly efficient. A series of C-N bond coupling reactions between primary or secondary amines and aryl chlorides were performed with high yields under mild reaction conditions.
Publisher
AMER CHEMICAL SOC
Issue Date
2018-09
Language
English
Article Type
Article
Keywords

CROSS-COUPLING REACTIONS; ORGANOMETALLIC CHEMISTRY; PALLADIUM COMPLEXES; ARYL CHLORIDES; DESIGNING PD; PI-ACCEPTOR; C-N; PRECATALYST; ARYLATION; ALCOHOLS

Citation

ORGANOMETALLICS, v.37, no.19, pp.3253 - 3258

ISSN
0276-7333
DOI
10.1021/acs.organomet.8b00413
URI
http://hdl.handle.net/10203/246588
Appears in Collection
CH-Journal Papers(저널논문)
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