General procedure for the synthesis of [1,1':4',1''-terphenyl]-4-boronic acid pinacol ester from 4-bromo-p-terphenyl and bis(pinacolato)diboronic acid: 4-bromo-p-terphenyl (120 g, 388 mmol) was dissolved in 1.2 L of dimethylformamide (DMF) under nitrogen protection. Subsequently, bis(pinacolato)diboron (118 g, 466 mmol), 1,1'-bis(diphenylphosphino)ferric-palladium(II) dichloride (3.17 g, 3.88 mmol) and potassium acetate (114 g, 1,164 mmol) were added. The reaction mixture was heated to reflux at 150 °C for 4 hours. After completion of the reaction, the reaction solution was poured into water and the precipitate was collected by filtration. The resulting solid was dried in a vacuum oven. Finally, the crude product was separated and purified by fast column chromatography to afford [1,1':4',1''-terphenyl]-4-boronic acid pinacol ester (124 g, 90% yield).
