Reacción #1904046

Ecuación de reacción

toluene

4-(2-phenylindole-1-yl)phenyl boronic acid

9-(4-bromophenyl)carbazole

sodium carbonate

→

4-(2-phenylindole-1-yl)-4′-(carbazole-9-yl)biphenyl

Rendimiento 38.6%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThen, the mixture was refluxed
2. 2
   workup.STIRRINGwith stirring for 5 hours under nitrogen flow
3. 3
   Temperaturathe reaction mixture was cooled to room temperature
4. 4
   Otrowas separated by filtration
5. 5
   LavadoThe crystal was washed with acetone
6. 6
   Otrorecrystallized with a mixed solvent of toluene/ethanol
7. 7
   Otrocrystallize with methanol

Procedimiento

0.78 g (2.49 mmole) of 4-(2-phenylindole-1-yl)phenyl boronic acid and 0.80 g (2.48 mmole) of 9-(4-bromophenyl)carbazole were put in a 20 ml three-necked flask, and 2.5 ml of toluene, 1.5 ml of ethanol, and 2.5 ml of 2M-sodium carbonate solution were put therein, and 0.09 g (0.08 mmole) of tetrakis-(triphenylphosphine) palladium (0) was added under stirring at room temperature under nitrogen flow. Then, the mixture was refluxed with stirring for 5 hours under nitrogen flow. After the reaction was completed, the reaction mixture was cooled to room temperature and deposited crystal was separated by filtration. The crystal was washed with acetone and recrystallized with a mixed solvent of toluene/ethanol. The obtained crystal was refined by alumina column chromatography (eluent:toluene) and crystallize with methanol to give 0.49 g of a white crystal of 4-(2-phenylindole-1-yl)-4′-(carbazole-9-yl)biphenyl (Exemplary Compound No. 34)(yield: 38.6%).

Fuente