Toluene → 9-([2,2'-Binaphthalen]-7-yl)-10-(phenanthren-9-yl)anthracene

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Reaction Steps

Under the nitrogen atmosphere, [9-([2,2′-binaphthalen]-7-yl)-10-bromoanthracene (2.0 g) as the tenth intermediate compound, phenanthren-9-ylboronic acid (1.1 g), palladium acetate (Pd (OAc)2) (0.06 g), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (SPhos, manufactured by Aldrich Company) (0.02 g), potassium phosphate (1.7 g), and a mixture solvent (10 ml) of toluene and ethanol (toluene/ethanol=4/1 (volume ratio)) were added to a flask and refluxed for 10 hours. Once the heating is completed, the reaction solution was cooled to room temperature and added with water. The precipitates were collected by suction filtration. The obtained solid was washed with water followed by methanol, and then purified by silica gel column chromatography (solvent: toluene). Additionally, after re-crystallization with chlorobenzene, 9-([2,2′-binaphthalen]-7-yl)-10-(phenanthren-9-yl)anthracene (0.7 g) was obtained as the target compound represented by Formula (1-164). The scheme is shown in the following “Reaction 18”.

Provenance & Evidence