Palladium-imidazolium carbene catalyzed aryl, vinyl, and alkyl Suzuki-Miyaura cross coupling.
[reaction--see text] N,N-Bis-(2,6-diisopropylphenyl)dihydroimidazolium chloride with palladium(II) acetate (2 mol %) was used as catalyst, without added base, to efficiently cross couple aryl, vinyl, and alkyl boronates and boronic acids with aryldiazonium tetrafluoroborate substrates. The reactions were performed at 0 degrees C or rt, giving product in 2 to 4 h with 80 to 90% yields for isolated materials. Diazonium ions, formed in situ, also cross couple under these conditions.
Andrus
M B
MB
Department of Chemistry and Biochemistry, Brigham Young University, C100 BNSN, Provo, Utah 84602, USA. mbandrus@chemdept.byu.edu
Song
C
C
D001880:Boranes / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry; D002384:Catalysis; D003460:Crystallization; D003979:Diazonium Compounds / Q000737:chemistry; D007093:Imidazoles / Q000737:chemistry; D007202:Indicators and Reagents; D010165:Palladium / Q000737:chemistry
D001880:Boranes; D001897:Boronic Acids; D003979:Diazonium Compounds; D007093:Imidazoles; D007202:Indicators and Reagents; D010165:Palladium