Potassium Fluoride → 3''',4''-Bis(diethoxyphosphoryl)-[2,2';5',2'';5'',2''';5''',2'''';5'''',2''''']-sexithiophene

Participants

Reaction Steps

At room temperature, 0.0065 g (0.0056 mmols) of commercially available tetrakistriphenylphosphine palladium and 0.0818 g (0.28 mmols) of 2-iodobithiophene were dissolved in DMF. Thereafter, 0.1345 g (0.14 mmols) of 3,3′-bis(diethoxyphosphoryl)-5,5′-bis(tributylstannyl)-[2,2′]-bithiophene was added at room temperature. The reaction mixture was heated and stirred under reflux for 5 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 2 hours. Thereafter, the solid was removed by celite filtration and the filtrate was extracted with ethyl acetate. The organic phase was washed with a saturated 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=1:5 and ethyl acetate:hexane=1:1) to obtain the specified substance in the form of a yellow solid at a yield of 0.0451 g (yield: 42%).

Provenance & Evidence