Tris(1,1-dimethylethyl)phosphine → 7-{9-[3-(4,6-Diphenylpyrimidin-2-yl)phenyl]-9H-carbazol-3-yl}-12,12-dimethyl-10-phenyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene

Participants

Reaction Steps

19.50 g (37.17 mmol) of 7-(9H-carbazol-3-yl)-12,12-dimethyl-10-phenyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene 23, 15.83 g (40.88 mmol) of 2-(3-bromophenyl)-4,6-diphenylpyrimidine 14 and 10.91 g (113.50 mmol) of NaOtBu are suspended in 600 ml of p-xylene. 168.73 mg (0.75 mmol) of Pd(OAc)2 and 2.3 ml of a 1M tri-tert-butylphosphine solution are added to this suspension. The reaction mixture is heated under reflux for 19 h. After cooling, the organic phase is separated off, washed three times with 100 ml of water and subsequently evaporated to dryness. The residue is extracted with hot toluene, recrystallised from toluene and finally sublimed in a high vacuum. The yield is 15.44 g (50%).

Provenance & Evidence