Cationic iridium–BINAP complex-catalyzed addition of aryl ketones to alkynes and alkenes via directed C–H bond cleavage

(R)- and (S)-2,2′-Bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl

“…88 The carbonyl-directed CH activation performed in the presence of MeOBIPHEP allowed the formation of the arylated derivative in 58% yield with 70% ee. The enantioselective intermolecular gold-catalyzed hydroarylation of diarylallenes was described employing indoles as nucleophiles (eq 64).…”

C–H Bond Activation for Arylations

“…With Iridium In 2008, Tsuchikama et al [89] reported the use of the cationic Ir-bidentate phosphane complex formed from [Ir(COD) 2 ]BF 4 and BINAP (2,2 ′ -Bis(diphenylphosphino)-1,1 ′ -binaphthyl) for the catalytic addition of ortho-C-H bonds of aryl ketones to alkynes and alkenes, which gave alkenylated products in good to high yield (Scheme 4.14).…”

C–H Bond Alkenylation

“…In the reaction of 1-naphthols, an [IrCl(cod)] 2 /PtBu 3 catalyst system is effective for the C-H bond alkenylation at the peri position (Scheme 18.86) [85]. Recently, Shibata and coworkers [86] reported that aromatic ketones undergo ortho alkenylation in the presence of a cationic Ir catalyst. Electron-rich arenes and heteroarenes are known to react with alkynes in the presence of Pd II or Pt II catalysts in acidic solvents to give the corresponding alkenylated products.…”