Reacción #480322

Ecuación de reacción

phenylboronic acid

6,13-dibromonaphthacenonaphthacene

→

6,13-diphenyl-naphthacenonaphthacene

Disolventes

xylene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturais refluxed
2. 2
   OtroThereafter, the resultant mixture is purified in accordance with a usual method
3. 3
   Otrois synthesized

Procedimiento

Naphthacenonaphthacene (Chemical Abstract Service (CAS) Registry Number 180-50-1) is dissolved in carbon tetrachloride. While the resultant mixture is cooled, 1 mol equivalent of bromine is added thereto. The mixture is reacted for 4 hours and brominated. Thereafter, the mixture is purified in accordance with a usual method, and 6,13-dibromonaphthacenonaphthacene is obtained. 2 mol equivalent of phenylboronic acid [Ph—B(OH)2] (where “Ph” represents a phenyl group) is refluxed and reacted for 12 hours with the 6,13-dibromonaphthacenonaphthacene obtained in this way, in a xylene/2M sodium carbonate aqueous solution, by using 0.01 mol equivalent of tetraquis(triphenylphosphine)palladium (0) [Pd(PPh3)4] (where “Ph” represents a phenyl group) as a catalyst. Thereafter, the resultant mixture is purified in accordance with a usual method, and the 6,13-diphenyl-naphthacenonaphthacene expressed by the following formula is synthesized. (Note that, in the formula, “Ph” represents a phenyl group.)

Fuente