Nitrogen → 2-[4-(10-Phenanthren-3-ylanthracen-9-yl)phenyl]-1-phenyl-1h-benzimidazole

Participants

Reaction Steps

32 g (70 mmol) of 9-bromo-10-phenanthren-3-ylanthracene, 26.3 g (84 mmol) of 4-(1-phenyl-1H-benzimidazol-2-yl)phenylboronic acid and 125 ml of 2 M Na2CO3 solution are suspended in 500 ml of toluene and 500 ml of EtOH, the mixture is saturated with N2, 1.7 g (1.8 mmol) of tetrakis(triphenylphosphine)palladium(0) are added, and the mixture is heated at the boil for 2 h. The mixture is poured into 1.5 l of a mixture of water/MeOH/6 M HCl 1:1:1, and the yellow precipitate is filtered off with suction, washed with water, EtOH and toluene and dried. Subsequent Soxhlet extraction with chloroform, removal of the solvent, recrystallisation three times from toluene and sublimation twice in vacuo (p=1×10−5 mbar, T=385° C.) give 30 g (68%) of a pale-yellow powder having a purity of >99.9% (HPLC).

Provenance & Evidence