Reaction #554602

Reaction equation

triphenylene-2-boronic acid

2-bromoanthracene

sodium carbonate

→

2-(2-anthryl)triphenylene

Yield 75.1%

Solvents

1,2-dimethoxyethane

Conditions

Workup

1. 1
   Temperaturerefluxed
2. 2
   Filtrationwere collected by filtration
3. 3
   Otherrecrystallization with toluene-hexane
4. 4
   Washwashing

Procedure

Under an argon atmosphere, 7.79 g of triphenylene-2-boronic acid piconal ester, 5.14 g of 2-bromoanthracene, 0.462 g of tetrakis(triphenylphosphine)palladium (0), 30 mL of 1,2-dimethoxyethane and 15 mL of a 2M sodium carbonate aqueous solution were placed in a flask, and refluxed with stirring for 8 hours. After cooling to room temperature, deposited crystals were collected by filtration. The resulting solid was subjected to repeated recrystallization with toluene-hexane and washing to obtain 6.07 g (yield: 75%) of 2-(2-anthryl)triphenylene.

Source