反応 #712384

反応方程式

9-(4-bromophenyl)-9′-phenyl-9H,9′H-[3,3′]bicarbazolyl

toluene

potassium carbonate

→

9′-phenyl-9-[4-(9-phenyl-9H-carbazol-3-yl)-phenyl]-9H,9′H-[3,3′]bicarbazolyl

収率 48.0%

溶媒

ethanol

反応条件

後処理

1. 1
   温度the mixture was heated
2. 2
   温度to cool to room temperature
3. 3
   抽出extraction
4. 4
   workup.ADDITIONby adding toluene (100 ml) and water (150 ml)
5. 5
   乾燥The organic layer was dried over magnesium sulfate
6. 6
   濃縮concentrated under reduced pressure
7. 7
   その他to obtain a black crude product
8. 8
   その他The crude product was purified by column chromatography (carrier: silica gel; eluent: hexane/toluene)

実験手順

The resulting 9-(4-bromophenyl)-9′-phenyl-9H,9′H-[3,3′]bicarbazolyl (17.00 g), 9-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxabororan-2-yl)-9H-carbazole (12.25 g), toluene (160 ml), ethanol (40 ml), and a 2 M potassium carbonate aqueous solution (23 ml) were added to a nitrogen-substituted reaction vessel, and aerated with nitrogen gas for 30 minutes under ultrasonic waves. After adding tetrakis(triphenylphosphine)palladium (1.74 g), the mixture was heated, and stirred at 72° C. for 12.5 hours. The mixture was allowed to cool to room temperature, and extraction was performed by adding toluene (100 ml) and water (150 ml) thereto. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure to obtain a black crude product. The crude product was purified by column chromatography (carrier: silica gel; eluent: hexane/toluene) to obtain a pale yellowish white powder of 9′-phenyl-9-[4-(9-phenyl-9H-carbazol-3-yl)-phenyl]-9H,9′H-[3,3′]bicarbazolyl (10.44 g; yield 48%).

出典