2,7-Dibromo-N-phenylcarbazole

2.5 g (8 mmol) 4, 4’-dibromo biphenyl was used(utilized) to perform a cyclization reaction to synthesize 2.08g (80percent) of 4, 4’-dibromo carbazole. The 4, 4’-dibromo carbazole and iodinated phenyl were dissolved in 40 ml of toluene to synthesize Intermediate C through a buchwald reaction.Synthesis of 2, 7-dibromo-9-phenyl-9H-carbazole 2, 7-dibromo-9H-carbazole (3.0 g, 9.32 mmol), iodobenzene (2.1 g, 10.25 mmol), copper powder (1.8 g, 27.95 mmol) and potassium carbonate (4.1 g, 29.81 mmol) were added to stirred 60 mL o-dichlorobenzene, the system at 140 °C Reflow for 12 hours. At the end of the reaction, 20 mL of distilled water was added thereto, followed by extraction with ethyl acetate, and the organic phases were combined. After drying over anhydrous magnesium sulfate, it was concentrated and column chromatography afforded 2, 7-dibromo-9-phenyl-carbazole (2.4 g, 70percent yield). (1.0 g, 2.0 mmol), 2-(3-(4, 4, 5, 5-tetramethyl-1, 3, 2- dioxaborolan-2-yl)-5-(1-phenyl-1Hbenzo[d]imidazol-2-yl)phenyl)-1-phenyl-1H-benzo[d]imidazole(2.95 g, 5.0 mmol), K2CO3 (4.17 g, 12 mmol), Pd(PPh3)4 (0.012 g, 0.01 mmol), Toluene (30.0 mL), EtOH (15.0 mL) and H2O (5.0 mL)were added to a 100 mL flask. The mixture was heated to 85 C under nitrogen for 12 h. After cooling to room temperature, thereaction mixture was extracted with dichloromethane and water.The combined organic layers were dried over Na2SO4, filtered, andevaporated under reduced pressure. The crude residuewas purifiedby column chromatography with dichloromethane and petroleumether as eluent to afford 1.40 g of white solid, in 60% yield. 1H NMR(500 MHz, CDCl3, d): 8.03 (d, J 8.1 Hz, 2H), 7.92 (s, 2H), 7.89 (d, J 7.8 Hz, 4H), 7.84-7.62 (m, 8H), 7.54 (d, J 7.3 Hz, 2H), 7.43 (t, J 7.4 Hz, 10H), 7.38-7.24 (m, 21H), 7.11 (s, 2H), 7.00 (d, J 8.1 Hz, 2H). 13C NMR (500 MHz, CDCl3, d): 144.88, 144.43, 138.94, 133.01, 132.58, 132.28, 132.13, 131.79, 131.78, 131.51, 131.45, 130.75, 130.46, 130.28, 130.07, 126.83, 126.45, 126.05, 125.19, 123.13, 122.65, 122.34, 113.21, 110.61. MS (MALDI-TOF) [m/z]: calcd for C82H53N9, 1164.3;found, 1164.2. Anal. calcd for C82H53N9: C, 84.59; H, 4.59; N 10.83.Found: C, 84.55; H, 4.62; N 10.74.The 250 mL two-necked flask was then added with the intermediate (2.40 g, 10 mmol), The 250 mL two-necked flask was then added with the intermediate (2.67 g, 10 mmol), The 250 mL two-necked flask was then added with the intermediate (2.57 g, 10 mmol), The 250 mL two-necked flask was then added with the intermediate (2.41 g, 10 mmol), S1. In a 250 mL reaction flask, add S1. In a 250 mL reaction flask, add Weigh 0.025 mol of the intermediate M9 obtained above and 0.01 mol of the starting material A2 in 150 mL of anhydrous toluene.After sufficient oxygen removal, 0.025 mol of sodium t-butoxide and 10-4 mol of Pd(dppf)Cl2 were added, and the mixture was heated under reflux for 12 hours, and the plate was sampled, and the raw materials were completely reacted;It was naturally cooled to room temperature (20 to 25 C), filtered, and the filtrate was collected and evaporated under reduced pressure (-0.09 MPa, 85 C), and subjected to column chromatography to give the desired product. The HPLC purity was 99.4% and the yield was 50.8%.

Molecular Weight:401.1
XLogP3:6.4
Rotatable Bond Count:1
Exact Mass:400.92378
Monoisotopic Mass:398.92582
Topological Polar Surface Area:4.9
Heavy Atom Count:21
Complexity:342
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes