2-(Tri-n-butylstannyl)thiophene → HCID 86674216, compound

Participants

Reaction Steps

2-Tributylstannylthiophene (9.06 g, 24.3 mmol) and 1,4-dibromo-5,6-dinitro-2,1,3-benzothiadiazole (3.80 g, 9.90 mmol) were dissolved in anhydrous THF (150 mL). After adding Pd(PPh3)2Cl2 (338 mg, 0.48 mmol), reflux was performed for 16 hours. After the reaction was terminated, the temperature was raised to room temperature and the solvent was removed. The product was extracted with dichloromethane and distilled water, dried, subjected to column chromatography (neutral alumina, hexane) and recrystallized in toluene to obtain yellow solid. 1H NMR (500 MHz, CDCl3, ppm): δ 7.75 (dd, 2H, J=5.0 Hz, J=1.0 Hz), 7.52 (dd, 2H, J=3.5 Hz, J=1.0 Hz), 7.24 (dd, 2H, J=5.0 Hz, J=3.5 Hz).

Provenance & Evidence