Application of silicon-based cross-coupling technology to triflates.
Aryl silatranes undergo fluoride-induced cross-coupling with aryl triflates to provide unsymmetrical biaryl derivatives in good to excellent yields. Silatranes also couple with aryl iodides and bromides, although the yields of adduct are lower than with the corresponding siloxane derivates. Aryl siloxanes (which had previously failed to couple with triflates) can be employed for triflate couplings using the Denmark modification, although the yields are lower than the corresponding silatrane reactions.
Riggleman
Shaundra
S
Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA.
DeShong
Philip
P
D001713:Biphenyl Compounds / Q000737:chemistry*; D002384:Catalysis; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure; D017646:Organosilicon Compounds / Q000737:chemistry*
D001713:Biphenyl Compounds; D006846:Hydrocarbons, Halogenated; D017646:Organosilicon Compounds