Sequential Ruthenium(II)-Acetate Catalyzed C–H Bond Diarylation in NMP or Water and Hydrosilylation of Imines
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- Li, B., Bheeter, C.B., Darcel, C. et al. Top Catal (2014) 57: 833. doi:10.1007/s11244-014-0244-1
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Ruthenium(II)-acetate catalysts are shown to promote sp2 C–H bond activation/diarylation of arylimines with aryl bromides selectively at ortho positions in both organic solvent (N-methylpyrrolidone, NMP) and in water. Water allows to produce a more active ruthenium catalyst for diarylation of ketimines. Furthermore, the diarylation of imines in water in basic media allows the access to diarylated aldehyde. Sequential catalytic C–H arylation/reduction using either a stoichiometric amount of NaBH3CN or via a ruthenium(II) catalytic hydrosilylation of the resulting imines offers a direct route to bulky secondary amines.