Reaktion #1904046

Reaktionsgleichung

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

Ausbeute 38.6%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThen, the mixture was refluxed
2. 2
   workup.STIRRINGwith stirring for 5 hours under nitrogen flow
3. 3
   Temperaturthe reaction mixture was cooled to room temperature
4. 4
   Sonstigewas separated by filtration
5. 5
   WaschenThe crystal was washed with acetone
6. 6
   Sonstigerecrystallized with a mixed solvent of toluene/ethanol
7. 7
   Sonstigecrystallize with methanol

Vorschrift

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%).

Quelle