Potassium Fluoride → 4'',4'''-Bis(dibutoxyphosphoryl)-[2,2';5',2'';5'',2''';5''',2'''';5'''',2''''']-sexithiophene

Participants

Reaction Steps

At room temperature, 0.0643 g (0.220 mmols) of 2-iodobithiophene and 0.0046 g (0.00398 mmols) of commercially available tetrakistriphenylphosphine palladium were dissolved in toluene, to which 0.113 g (0.100 mmol) of 5,5′-bis(tributylstannyl)-4,3′-bis(dibutoxyphosphoryl)-[2,2′]-bithiophene and 0.0018 g (0.020 mmols) of commercially available copper(I) cyanide were added at room temperature. Thereafter, the reaction mixture was heated and stirred under reflux for 3 hours. After the reaction, the reaction mixture was cooled down to room temperature, to which a potassium fluoride aqueous solution was added, followed by stirring for 1 hour. Subsequently, the solid was removed by celite filtration and the filtrate was extracted with ethyl acetate. The organic phase was washed with a saturate saline solution and dried over anhydrous sodium sulfate. The solvent was removed by distilling off under reduced pressure, and the resulting crude product was purified with a PTLC plate (developed with ethyl acetate:hexane=1:10) to obtain the specified substance in the form of a red solid at a yield of 0.0345 g (yield: 39%).

Provenance & Evidence