N-[1,1'-biphenyl]-4-yl-N-(4-broMophenyl)-9,9-diMethyl-9H-Fluoren-2-aMine

897671-69-1

589-87-7

1246562-40-2

GENERAL STEPS: A mixture of N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-9H-fluoren-2-amine (1.00 g, 2.77 mmol), 1-bromo-4-iodobenzene (1.00 g, 3.53 mmol), potassium hydroxide (0.30 g, 5.38 mmol), cuprous iodide (5.70 mg, 0.03 mmol) and 1,10- Phenanthroline monohydrate (5.40 mg, 0.03 mmol) in o-xylene (30 mL) was reacted with stirring under nitrogen protection at 150 °C for 8 hours. After completion of the reaction, it was cooled to room temperature and the reaction solution was concentrated under reduced pressure. Cold water was added to the residue, which was then extracted with dichloromethane (DCM). The organic phases were combined, filtered and dried over anhydrous magnesium sulfate (MgSO4). The crude product was purified by silica gel (SiO2) column chromatography with the eluent of petroleum ether/dichloromethane (4:1, v/v) to afford the target product N-[1,1'-biphenyl]-4-yl-N-(4-bromophenyl)-9,9-dimethyl-9H-fluoren-2-amine (1.31 g, 91.8% yield).1H NMR (400 MHz, CDCl3) δ 7.58 (d, J = 7.5 Hz, 1H), 7.52 (t, J = 7.5 Hz, 3H), 7.43 (d, J = 8.7 Hz, 2H), 7.35 (dd, J = 15.4, 7.4 Hz, 3H), 7.29 (d, J = 8.9 Hz, 2H), 7.23 (m, 3H), 7.14 (d, J = 2.0 Hz, 1H). 7.10 (d, J = 8.6 Hz, 2H), 6.98 (m, 3H), 1.36 (s, 6H).