反应详情

温度

80 °C

Specifically, 5.44 g (11 mmol) of 3,6-diiodo-9-phenylcarbazole, 9 g (27 mmol) of N-(4-diphenylaminophenyl)-N-phenylamine, 500 mg (0.87 mmol) of bis(dibenzylidene acetone) palladium and 3.35 mg (35 mmol) of sodium tert-butoxide were mixed in a three-neck flask. Nitrogen was substituted for air inside of the three-neck flask. Subsequently, 100 ml of dehydrated toluene was added to the mixture in the three-neck flask. The mixture added with the dehydrated toluene was degassed for about 3 minutes. Then, 4 ml of tri-tert-butyl phosphine (a 10 wt % hexane solution) was added to the mixture and then this mixture was stirred, while heating at 80° C., for 16 hours under nitrogen atmosphere. After the reaction, saturated saline was added and a product was extracted with 200 ml of ethyl acetate. Further, magnesium sulfate was added to the product to remove moisture, and then the magnesium sulfate was filtered to be removed. The filtrate was concentrated, and the concentrated filtrate was dripped in a solvent containing ethyl acetate and hexane with a ratio of 1:10 to be suspended. Afterwards, a supernatant of the suspension was collected. The supernatant was purified by a silica gel column using a solvent containing ethyl acetate and hexane with a ratio of 1:10. The resultant was concentrated to obtain a cream-colored powder. In addition, an insoluble component of the suspension was purified by a silica gel column using a solvent that contains 5:1 toluene and hexane. The resultant was concentrated to obtain a cream-colored powder. The cream-colored powders obtained in the above described manner were target matters. Specifically, 6.5 g of the cream-colored powders in total were obtained and the yield was 75%. The NMR data is shown below. The 1H-NMR (300 MHz, DMSO-d); δ=6.86-6.97 (m, 26H), 7.18-7.36 (m, 14H), 7.35 (d, j=9.0, 2H), 7.52-7.66 (m, 5H), 7.99 (s, 2H). Also, a chart of 1H-NMR is shown in FIG. 15. Also, a chart of an enlarged portion of FIG. 15 in the range of 6.0 ppm and 9.0 ppm is shown in FIG. 16.

1. customwas degassed for about 3 minutes
2. additionThen, 4 ml of tri-tert-butyl phosphine (a 10 wt % hexane solution) was added to the mixture
3. customAfter the reaction, saturated saline
4. additionwas added
5. extractiona product was extracted with 200 ml of ethyl acetate
6. additionFurther, magnesium sulfate was added to the product
7. customto remove moisture
8. filtrationthe magnesium sulfate was filtered
9. customto be removed
10. concentrationThe filtrate was concentrated
11. additioncontaining ethyl acetate and hexane with a ratio of 1:10
12. customAfterwards, a supernatant of the suspension was collected
13. customThe supernatant was purified by a silica gel column
14. additioncontaining ethyl acetate and hexane with a ratio of 1:10
15. concentrationThe resultant was concentrated
16. customto obtain a cream-colored powder
17. customIn addition, an insoluble component of the suspension was purified by a silica gel column
18. concentrationThe resultant was concentrated
19. customto obtain a cream-colored powder
20. customThe cream-colored powders obtained in the