反应详情

温度

95 °C

A vessel was charged with Pd2(dba)3 (77 mg, 84 μmol, 2 mol %), CsF (1.41 g, 9.29 mmol), 2-bromoanthracene (1.09 g, 4.22 mmol), 1,4-dioxane (20 mL), 5-(tri-n-butylstannyl)-5′-hexyl-2,2′-bithiophene (2.28 g, 4.22 mmol), and P(t-Bu)3 (0.74 mL of a 10 wt % solution in hexanes, 0.25 mmol). The mixture was heated at 95° C. for 36 h and then the volatile materials were removed under reduced pressure. The residue was extracted with 450 mL methylene chloride and the filtered extract was washed with 2×150 mL of brine. After drying with MgSO4, the bright orange solution was filtered, concentrated, and then cooled overnight at −35° C. Bright orange product (1.35 g, 75%) was isolated by filtration and dried under vacuum. The material may be purified further by gradient sublimation at a source temperature of 175-200° C. 1H NMR was consistent with the desired structure. UV-vis spectrum in CHCl3, 17.3 μg/mL: λmax (ε), 246 (53,500), 259 (54,700), 342 (40,200), 356 (42,900), 397 (27,600). ΔEopt˜2.8 eV. Fluorescence spectrum in CHCl3, excitation at 400 nm: λmax=464 (1.4×106 CPS). DSC (20° C./min): 204° C., (mp, ΔH=36 Jg−1).

1. customthe volatile materials were removed under reduced pressure
2. extractionThe residue was extracted with 450 mL methylene chloride
3. extractionthe filtered extract
4. washwas washed with 2×150 mL of brine
5. dry with materialAfter drying with MgSO4
6. filtrationthe bright orange solution was filtered
7. concentrationconcentrated
8. temperaturecooled overnight at −35° C