반응 #8644

반응 방정식

hexabromospirobifluorene

biphenylboronic acid

→

2,2′,4,4′,7,7′-hexabiphenylyl-9,9′-spirobifluorene

용매

toluene

toluene

potassium carbonate

반응 조건

후처리

1. 1
   기타In a 250 ml two-necked flask fitted
2. 2
   온도with reflux condenser and precision glass stirrer
3. 3
   온도The mixture is refluxed under nitrogen
4. 4
   온도under reflux for 7 hours
5. 5
   여과the cooled solution is filtered
6. 6
   추출the filtrate is extracted twice
7. 7
   workup.STIRRINGby shaking with water (
8. 8
   기타the phase separation, chloroform
9. 9
   workup.ADDITIONis added)
10. 10
    건조The organic phase is dried over sodium sulfate
11. 11
    여과filtered through a short column of silica gel
12. 12
    기타subsequently evaporated on a rotary evaporator
13. 13
    기타The product is further purified by recrystallization from dichloromethane/pentane

실험 절차

In a 250 ml two-necked flask fitted with reflux condenser and precision glass stirrer, 1.6 g of hexabromospirobifluorene and 3 g of biphenylboronic acid are slurried in a mixture of 50 ml of toluene and 50 ml of 1 M potassium carbonate solution. The mixture is refluxed under nitrogen and 115 mg of tetrakis(triphenylphosphine)palladium in 5 ml of toluene are added. The mixture is boiled under reflux for 7 hours while stirring. After the reaction is complete, the cooled solution is filtered and the filtrate is extracted twice by shaking with water (to improve the phase separation, chloroform is added). The organic phase is dried over sodium sulfate, filtered through a short column of silica gel and subsequently evaporated on a rotary evaporator. The product is further purified by recrystallization from dichloromethane/pentane. This gives 2 g (80%) of colorless crystals which fluoresce blue under UV illumination.

출처