반응 #1726664

반응 방정식

tri(tert-butyl)phosphine

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

N,N′,N′-triphenylbenzidine

sodium tert-butoxide

→

light yellow solid

수율 50.0%

N-[4′-(10-phenyl-9-anthryl)biphenyl-4-yl]-N,N′,N′-triphenyl-benzidine

수율 50.0%

용매

toluene

toluene

반응 조건

후처리

1. 1
   기타Into a 50 mL three-neck flask were put
2. 2
   기타After this mixture was degassed under reduced pressure
3. 3
   workup.STIRRINGThen, the mixture was stirred at 90° C. for 3 hours
4. 4
   여과The mixture was subjected to suction filtration
5. 5
   기타to remove the solid
6. 6
   여과the obtained filtrate was subjected to suction filtration through Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855), alumina, and Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135)
7. 7
   기타A solid obtained by concentration of the filtrate
8. 8
   기타was recrystallized with toluene/hexane

실험 절차

Into a 50 mL three-neck flask were put 1.1 g (2.2 mmol) of 9-(4′-bromobiphenyl-4-yl)-10-phenylanthracene, 0.93 g (2.2 mmol) of N,N′,N′-triphenylbenzidine (abbreviation: DPBA), and 1.0 g (10 mmol) of sodium tert-butoxide, and the atmosphere in the flask was replaced with nitrogen. Then, 15 mL of toluene and 0.10 mL of tri(tert-butyl)phosphine (10 wt % hexane solution) were added into this mixture. After this mixture was degassed under reduced pressure while being stirred, 58 mg (0.10 mmol) of bis(dibenzylideneacetone)palladium(0) was added thereto. Then, the mixture was stirred at 90° C. for 3 hours. After the stirring, about 20 mL of toluene was added into the mixture. The mixture was subjected to suction filtration to remove the solid, the obtained filtrate was subjected to suction filtration through Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855), alumina, and Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135). A solid obtained by concentration of the filtrate was recrystallized with toluene/hexane to give 0.92 g of a light yellow solid, which was the object of the synthesis, in a yield of 50%.

출처