Reaktion #158251

Reaktionsgleichung

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

2,8-dibromodibenzothiophene

2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl

toluene

→

solid

Ausbeute 94.0%

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

Ausbeute 94.0%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was purged with nitrogen for 20 min
2. 2
   Temperaturheated up
3. 3
   Temperaturto reflux for overnight
4. 4
   TemperaturThe reaction mixture was cooled
5. 5
   Filtrationfiltered
6. 6
   WaschenThe white solid was washed with methanol 3 times (3×100 mL) and methylene chloride (2×100 mL)

Vorschrift

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.

Quelle