4,4'-Dibromobiphenyl → n,n,n',n'-Tetrakis[3-(carbazol-9-yl)phenyl]-4,4'-biphenyldiamine

Participants

Reaction Steps

1.50 g of bis[3-(carbazol-9-yl)phenyl]amine, 374 mg of 4,4′-dibromobiphenyl, 370 mg of sodium tert-butoxide, 12 mg of palladium acetate[II], and 10 ml of anhydrous toluene were added in a flask under a nitrogen atmosphere. At an inner temperature of 80° C., 42 mg of tert-butylphosphine was added by using a syringe. After 6 hours of reaction at 80° C., 50 ml of toluene was added to extract the objective substance, followed by filtration. The filtrate was concentrated to dryness to obtain a crude product. The dried crude product was purified by column chromatography to obtain 880 mg (yield 61%) of Compound 3 as a white solid. The product was identified by 1H-NMR analysis (see FIG. 3). The following 56 hydrogen atoms were detected upon 1H-NMR (CDCl3) analysis. δ (ppm): 8.096-8.122 ppm (8H), 7.501-7.643 ppm (8H), 7.274-7.472 ppm (40H).

Provenance & Evidence