Palladium-imidazolium carbene catalyzed Mizoroki-Heck coupling with aryl diazonium ions.
[reaction: see text] Catalyst formed from N,N-bis(2,6-diisopropylphenyl)dihydroimidazolium chloride and palladium(II) acetate (2 mol %) was used, without added base, to efficiently produce Heck coupled products with olefins and aryl diazonium tetrafluoroborate substrates. The reactions were performed at room temperature, giving product in 2-4 h with 80-90% yields for isolated materials. Diazonium ions, formed in situ directly from anilines, also couple under these conditions.
Andrus
Merritt B
MB
Brigham Young University, Department of Chemistry and Biochemistry, C100 BNSN, Provo, Utah 84602, USA. mbandrus@chemdept.byu.edu
Song
Chun
C
Zhang
Jiuqing
J
D002384:Catalysis; D003979:Diazonium Compounds / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry*; D007477:Ions; D010165:Palladium / Q000737:chemistry*
D003979:Diazonium Compounds; D007093:Imidazoles; D007477:Ions; D010165:Palladium