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With tetrakis-(triphenylphosphine)-palladium; potassium carbonate In ethanol; lithium hydroxide monohydrate; toluene at 120℃; for 8h;
1 Example 1
Mix 5 mmol of 9,10-dibromophenanthrene, 20 mmol of quinoline-6-boronic acid, 20 mmol of potassium carbonate, and 0.5 mmol of tetrakis(triphenylphosphine) palladium, pump and ventilate three times in the reaction flask, and then add 75 mL of The volume ratio of toluene, ethanol and water in the mixed solvent is 8:1:1. The reaction was carried out at 120 °C for 8 h, after the reaction was completed, extracted with dichloromethane and water, and after concentration, it was separated and purified by silica gel column chromatography to obtain the final product Pn-6-Ql with a yield of 90%.
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water Reflux; Inert atmosphere;
Synthesis of 3q-BPhen
General procedure: 2,9-dichloro-4,7-diphenylphenanthroline (7.1 g, 17.8 mmol), 3-quinoline bronic acid (10.0 g, 39.2 mmol), THF 110 mL, and sodium carbonate (4.7 g, 44.5 mmol) in 55 mL H2O were added to a round bottom flask. Then, nitrogen bubbled through the mixture for 15 min. Then, Pd(PPh3)4 (0.1 g, 8.9 mmol) was added and the resultant mixture was stirred 18 hours at reflux temperature under N2 flow. The precipitate was filtered, and recrylstallization from o-dichlorobenzene, and further purified by train sublimation to afford 3q-BPhen (8.03 g, 77%) as a white solid:
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