Nitrogen → Dimethyl 4'-(bisbiphenyl-4-ylamino)-4-carbazol-9-ylbiphenyl-2,5-dicarboxylate

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Reaction Steps

91 g (207 mol) of bisbiphenyl-4-yl-(4-boronophenyl)amine, 207 g (474 mmol) of dimethyl 2-bromo-5-carbazol-9-ylterephthalate and 315.9 g (2.29 mol) of potassium carbonate are initially introduced in a mixture of 850 ml of toluene and 850 ml of water and saturated with N2 for 30 min. After addition of 1.36 g (1.18 mmol) of Pd(PPh3)4, the mixture is heated at the boil for 4 h. After cooling to RT and addition of 400 ml of EtOH, the mixture is cooled to room temperature and stirred for 1 h, and the precipitate is filtered off with suction, washed with water, EtOH and heptane and dried at 80° C. in vacuo. The yield is 254 g (336 mmol), corresponding to 72% of theory.

Provenance & Evidence