Toluene → 4-(7-Naphth-1-ylbenz[a]anthracen-4-yl)benzaldehyde

Participants

Reaction Steps

850 mg (2.8 mmol) of tri-o-tolylphosphine and then 108 mg (0.48 mmol) of palladium(II) acetate are added to a well-stirred suspension of 49 g (115 mmol) of naphthyl-1-boronic acid, 21 g (126 mmol) of 4-(7-bromobenz[a]anthracen-4-yl)benzaldehyde, 36.6 g (172 mmol) of tripotassium phosphate in a mixture of 500 ml of toluene, 500 ml of dioxane and 400 ml of water, and the mixture is subsequently heated under reflux for 16 h. After cooling, the precipitated solid is filtered off with suction, washed three times with 50 ml of toluene, three times with 50 ml of ethanol:water (1:1, v:v), three times with 100 ml of ethanol and finally dried. Yield: 76 g (161 mmol), 54%.

Provenance & Evidence