反应详情

A three-necked 250 mL flask was charged with 2-(10,10-dimethyl-10H-indeno[1,2-b]triphenylen-12-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (5.0 g, 10.6 mmol), 9-bromo-10-(4-fluoronaphthalen-1-yl) anthracene (4.26 g, 10.6 mmol), Pd(PPh3)4 (0.25 g, 0.21 mmol), aqueous Na2CO3 (2.0 M, 12 mL, 23.4 mmol), ethanol (15 mL), and toluene (50 mL). The mixture was degassed and refluxed for 24 h under a nitrogen atmosphere. After being cooled, H2O (50 mL) was added to the mixture. The crude product was collected as a yellow-green solid powder by filtration and washed with methanol several times to remove impurity. It was dried at 20° C. under vacuum and gave a bright yellow-green solid product in 85% yield (6.01 g, 9.0 mmol). MS (m/z, FAB+): 664.8 1H NMR (CDCl3, 400 MHz): chemical shift (ppm) 9.14 (s, 1H), 8.90 (d, J=7.80 Hz, 1H), 8.82 (d, J=7.92 Hz, 1H), 8.79 (s, 1H), 8.73 (d, J=7.88 Hz, 2H), 8.23 (d, J=7.72 Hz, 1H), 8.11 (d, J=8.24 Hz, 1H), 8.07˜8.02 (m, 2H), 7.96 (d, J=7.40 Hz, 1H), 7.89 (d, J=8.64 Hz, 2H), 7.78˜7.59 (m, 9H), 7.42˜7.28 (m, 4H), 7.20 (d, J=7.40 Hz, 1H), 1.76 (s, 6H).

1. customThe mixture was degassed
2. temperaturerefluxed for 24 h under a nitrogen atmosphere
3. temperatureAfter being cooled
4. additionH2O (50 mL) was added to the mixture
5. filtrationThe crude product was collected as a yellow-green solid powder by filtration
6. washwashed with methanol several times
7. customto remove impurity
8. customIt was dried at 20° C. under vacuum
9. customgave a bright yellow-green solid product in 85% yield (6.01 g, 9.0 mmol)