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Nickel(0)/Imidazolium Carbene Catalyst System for Efficient Cross‐Coupling of Aryl Bromides and Chlorides with Organomanganese Reagents
Author(s) -
Leleu Anne,
Fort Yves,
Schneider Raphaël
Publication year - 2006
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200505409
Subject(s) - chemistry , aryl , reagent , catalysis , carbene , nickel , reactivity (psychology) , chloride , medicinal chemistry , organic chemistry , polymer chemistry , combinatorial chemistry , alkyl , medicine , alternative medicine , pathology
N,N′ ‐Bis(2,6‐diisopropylphenyl)imidazolium chloride associated with nickel(II) acetylacetonate (3–5 mol %) was used as catalyst to efficiently cross‐couple functionalized aryl bromides with organomanganese reagents. The reactions were performed between 0 °C and room temperature, giving unsymmetrical biaryls in 0.25 to 24 h with 52 to 100 % yields for isolated materials. Aryl chlorides showed slightly diminished reactivity in Ni/2 IPr‐catalyzed cross‐couplings and good yields could only be attained with activated or neutral substrates.