9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole

57102-42-8

73183-34-3

785051-54-9

General procedure for the synthesis of 9-[4-(4-(4-bromophenyl)carbazole and pinacol ester of bis(boronic acid)]-9H-carbazole from 9-(4-bromophenyl)carbazole and pinacol ester of bis(boronic acid): 1 g of 9-(4-bromophenyl)carbazole (3.1 mmol), 0.79 g of pinacol ester of bis(boronic acid) (3.1 mmol), 30 mL 1,4-dioxane, 0.4 g of potassium acetate (4 mmol), and 0.13 g of [1,1'-bis(diphenylbenzene)-bis(diphenyloxy)-hexahydricyclic (1,1'-bis(diphenylbenzene))]-bis(bis(diphenylbenzene)) acid (4 mmol) , 30 mL of 1,4-dioxane, 0.4 g of potassium acetate (4 mmol), and 0.13 g of [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride dichloromethane complex (0.16 mmol), and the reaction was carried out for 48 hours at 85 °C. After completion of the reaction, it was cooled to room temperature and the reaction was quenched by the addition of 200 mL of aqueous 3M hydrochloric acid. The organic layer was separated and washed with water. After the solvent was removed by evaporation, 1 g of the target product was purified by column chromatography with dichloromethane: petroleum ether = 1:2 (v/v) as eluent to give 1 g of the target product in 87% yield.