反应 #1726663

反应方程式

sodium carbonate

9-iodo-10-phenylanthracene

4′-bromobiphenyl-4-boronic acid

→

light yellow powdered solid

收率 40.1%

9-(4′-bromobiphenyl-4-yl)-10-phenylanthracene

收率 40.1%

溶剂

toluene

toluene

反应条件

后处理

1. 1
   其他Into a 100 mL three-neck flask were put
2. 2
   其他to be degassed
3. 3
   workup.STIRRINGThe mixture was stirred at 90° C. for 4 hours
4. 4
   过滤The mixture was subjected to suction filtration through alumina, Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855), and Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135)
5. 5
   其他The solid obtained by condensation of the obtained filtrate
6. 6
   其他was purified by high-performance liquid chromatography (the mobile phase
7. 7
   其他chloroform) to give a light yellow solid
8. 8
   其他The obtained solid was recrystallized with chloroform/hexane

实验过程

Into a 100 mL three-neck flask were put 2.8 g (7.2 mmol) of 9-iodo-10-phenylanthracene and 1.5 g (7.2 mmol) of 4′-bromobiphenyl-4-boronic acid, and the atmosphere in the flask was replaced with nitrogen. To the mixture, 40 mL of toluene and 10 mL (2.0 mol/L) of a sodium carbonate aqueous solution were added. The mixture was stirred under reduced pressure to be degassed. After the degassing, 120 mg (0.10 mmol) of tetrakis(triphenylphosphine)palladium(0) was added to the mixture. The mixture was stirred at 90° C. for 4 hours. After the stirring, about 50 mL of toluene was added to the mixture. The mixture was subjected to suction filtration through alumina, Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855), and Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135). The solid obtained by condensation of the obtained filtrate was purified by high-performance liquid chromatography (the mobile phase: chloroform) to give a light yellow solid. The obtained solid was recrystallized with chloroform/hexane to give 1.4 g of a light yellow powdered solid, which was the object of the synthesis, in a yield of 40%.

来源