Water → HCID 86606381, compound

Participants

Reaction Steps

8.0 g of 1,6-dinaphthalene-2-yl-pyrene prepared by a well known method was dispersed into 80 ml of DMF, and 3.2 g of NBS in DMF solution was dropped therein at room temperature. After 3 days reaction, 150 ml of water was added to it and the deposited crystal was filtrated, followed by water and ethanol washing of the crystal. The crystal obtained was refined through a silica gel chromatography (a developing solvent: hexane/toluene=2/1) and then 8.5 g of 3-bromo-1,6-dinaphthalene-2-yl-pyrene was obtained as the intermediate (the yield: 90%). 8.5 g of 3-bromo-1,6-dinaphthalene-2-yl-pyrene obtained and 2.3 g of phenyl boronic acid were dissolved in 100 ml of DME. Subsequently, 0.55 g of tetrakistriphenylphosphinepalladium and 25 ml of 2M-sodium carbonate aqueous solution were added therein, followed by argon displacement. After heating and refluxing over 8 hours, it was stood to cool, and then the deposited crystal was filtrated. After washing the crystal by water and methanol, it was refined through a silica gel chromatography (a developing solvent: toluene), and then 5.4 g of 1,6-dinaphthalene-2-yl-3-phenylpyrene of the light-yellow crystalline was obtained (the yield: 64%).

Provenance & Evidence