反応 #158251

反応方程式

4,4,5,5-tetramethyl-2-(triphenylen-2-yl)-1,3,2-dioxaborolane

2,8-dibromodibenzothiophene

2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl

toluene

→

solid

収率 94.0%

2,8-di(triphenylen-2-yl)dibenzothiophene

収率 94.0%

溶媒

water

反応条件

後処理

1. 1
   その他The reaction mixture was purged with nitrogen for 20 min
2. 2
   温度heated up
3. 3
   温度to reflux for overnight
4. 4
   温度The reaction mixture was cooled
5. 5
   ろ過filtered
6. 6
   洗浄The white solid was washed with methanol 3 times (3×100 mL) and methylene chloride (2×100 mL)

実験手順

2.25 g (6.3 mmol) of 4,4,5,5-tetramethyl-2-(triphenylen-2-yl)-1,3,2-dioxaborolane, 0.92 g (2.7 mmol) of 2,8-dibromodibenzothiophene, 0.12 g (0.14 mmol) of Pd2(dba)3, 0.22 g (0.53 mmol) of 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl, 3.4 g (16.0 mmol) of K3PO4100, mL of toluene and 10 mL of water were charged in a 250 mL round bottom flask. The reaction mixture was purged with nitrogen for 20 min and then heated up to reflux for overnight with stirring. The reaction mixture was cooled and filtered. The white solid was washed with methanol 3 times (3×100 mL) and methylene chloride (2×100 mL). 1.6 g of (94% yield) solid was obtained as the product which was further purified by recrystallization with toluene and sublimation. The product was confirmed by solid probe MS.

出典