Reaction #2329027

Reaction equation

9,10-dibromo-2,6-di(2-ethylhexyloxy) anthracene

diisobutylaluminum hydride toluene

→

powder

9,10-bis[4(2,2-diphenylethenyl)phenyl]-2,6-di (2-ethylhexyloxy) anthracene

Solvents

THF

Conditions

Workup

1. 1
   workup.ADDITIONAdded into a 500 ml three-necked flask
2. 2
   Otherequipped with a condenser under a gaseous stream of argon
3. 3
   Temperaturethey were heated
4. 4
   OtherAfter the completion of the reaction
5. 5
   Filtrationthe precipitates were filtered
6. 6
   Washwashed with methanol 50 ml

Procedure

Added into a 500 ml three-necked flask equipped with a condenser under a gaseous stream of argon were 9,10-dibromo-2,6-di(2-ethylhexyloxy) anthracene 0.6 g (1 mmole), dichlorobis(triphenylphosphine) palladium 0.04 g (5 mole %), diisobutylaluminum hydride/toluene solution 0.1 ml (1 M, 0.1 mmole) and THF 10 ml. After the above-mentioned Grignard reagent was added dropwise to them at room temperature, they were heated and stirred overnight. After the completion of the reaction, the reaction solution was cooled with ice water, the precipitates were filtered and washed with methanol 50 ml followed by acetone 50 ml to give the yellow powder 0.56 g. This was identified as Compound 10 by NMR, IR and field desorption mass spectra measurements (FD-MS) (yield 60%).

Source