Reacción #3786

Ecuación de reacción

1,2-bis(5-bromo-2-methyl-3-thienyl)hexafluorocyclopentene

5-(5-trimethylsilyl-2-thienyl)-2-thienyl boric acid

potassium carbonate

→

hexafluorocyclopentene

Rendimiento 35.0%

Disolventes

dimethoxyethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe reaction mixture was refluxed for two hours
2. 2
   ConcentraciónIt was then concentrated under reduced pressures
3. 3
   Extracciónextracted with diethylether
4. 4
   Lavadorinsed with water
5. 5
   OtroWith the diethylether removed under reduced pressures
6. 6
   Otrothe product was purified by alumina column chromatogram

Procedimiento

1,2-bis(5-bromo-2-methyl-3-thienyl)hexafluorocyclopentene (1.0 g, 0.002 mol) was dissolved in dimethoxyethane (50 ml), and palladium tetra(triphenylphosphine) (120 mg) was added to the mixture which was stirred for 5 minutes under argon atmosphere. With 5-(5-trimethylsilyl-2-thienyl)-2-thienyl boric acid (1.4 g, 0.006 mol) and an aqueous solution of potassium carbonate (0.1 mol dm-3, 10 ml) were added, the reaction mixture was refluxed for two hours. It was then concentrated under reduced pressures, extracted with diethylether and rinsed with water. With the diethylether removed under reduced pressures, the product was purified by alumina column chromatogram to give 1,2-bis[2-methyl-5{5-trimethylsilyl-2-thienyl)-2-thienyl}-3-thienyl]hexafluorocyclopentene (550 mg, 0.0007 mol).

Fuente