Toluene → 6-[4-(9,10-Diphenyl-2-anthryl)phenyl]-benzo[b]naphtho[1,2-d]furan

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Reaction Steps

Into a 50 mL three-neck flask were placed 1.8 g (3.8 mmol) of 2-(4-bromophenyl)-9,10-diphenylanthracene and 1.0 g (3.8 mmol) of benzo[b]naphtho[1,2-d]furan-6-boronic acid synthesized in Step 1 of Example 1, and the air in the flask was replaced with nitrogen. To this mixture were added 15 mL of toluene, 5.0 mL of ethanol, and 4.0 mL of an aqueous solution of sodium carbonate. While the pressure was reduced, this mixture was stirred to be degassed. To this mixture was added 0.22 g (0.19 mmol) of tetrakis(triphenylphosphine)palladium(0), and the mixture was stirred at 80° C. for 3 hours under a nitrogen stream, so that a solid was precipitated. After the mixture was cooled to room temperature, the precipitated solid was collected by suction filtration. The collected solid was purified by silica gel column chromatography (a developing solvent in which the ratio of hexane to toluene was 5:1) to give a solid. The obtained solid was recrystallized from toluene/hexane, so that 1.4 g of a yellow powder of the object of the synthesis was obtained in 62% yield.

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