Reaktion #3786

Reaktionsgleichung

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

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

potassium carbonate

→

hexafluorocyclopentene

Ausbeute 35.0%

Lösungsmittel

dimethoxyethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was refluxed for two hours
2. 2
   EinengenIt was then concentrated under reduced pressures
3. 3
   Extraktionextracted with diethylether
4. 4
   Waschenrinsed with water
5. 5
   SonstigeWith the diethylether removed under reduced pressures
6. 6
   Sonstigethe product was purified by alumina column chromatogram

Vorschrift

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).

Quelle