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With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In ethanol; water; toluene; for 1.5h;Inert atmosphere; Reflux;
In a 1000ml three-necked flask, with mechanical stirring, Ar gas protection, 11.7g of 9,10-dibromoanthracene (molecular weight(0.35, 0.035 mol), 8.7 g of 4- (1-naphthyl) benzeneboronic acid (molecular weight: 248,0.035 mol), and Pd (PPh3)1.8 g (molecular weight 1154, 0.001556 mol), 120 ml (2M) of sodium carbonate aqueous solution, 250 ml of toluene and 150 ml of ethanol. The mixture was stirred and refluxed, and the reaction was monitored by TLC. The reaction was complete after 1.5 hrs of reaction. Cooled, separated, evaporated to dryness, the product was isolated by column chromatography, drenchedLotion with 1: 5 ethyl acetate: petroleum ether gave 15.8 g of a white solid9- (4- (1-naphthyl) phenyl) -10-bromoanthracene (AN1), product molecular weight 458, purity 98.7%, yield: 97.5%.
9,10-Dibromoanthracene (10 g, 0.03 mol), tetrakis(triphenylphosphine)palladium(0) (1.72 g, 1.49 mmol) and <strong>[870774-25-7]4-(naphthalene-1-yl)phenylboronic acid</strong> (7.4 g, 0.03 mol) were dissolved in THF (350 mL) in a double-necked flask and stirred for 30 min. Then, potassium carbonate (2 M, 200 mL) was added dropwise over 20 min. The mixture was degassed and refluxed overnight at 80 C under a nitrogen atmosphere. After being cooled, the solvent was evaporated under vacuum, and the product was extracted with ethyl acetate and water. The ethyl acetate solution was washed with water and dried with MgSO4. Evaporation of the solvent, followed by column chromatography using n-hexane on a silica gel, yielded a white yellow product