Dimethylformamide → 1,3,6-Tri(4-methylnaphthalene-1-yl)pyrene

Participants

Reaction Conditions

Reaction Steps

A mixed solution of 2 g of 1,3,6-tribromopyrene, 3.4 g of 4-methyl-1-naphthaleneboronic acid, 5.8 g of tripotassium phosphate, 0.88 g of tetrabutylammonium bromide, 61 mg of palladium acetate and 140 ml of deaerated dimethylformamide was heated while stirred under nitrogen gas stream at a temperature of 130° C. for 9 hours. After cooling the mixed solution to room temperature, 500 ml of water was injected thereinto to extract therefrom with 200 ml of dichloromethane. The organic layer was washed twice with 100 ml of water, dried by magnesium sulfate and thereafter concentrated by evaporation. The organic layer was purified by silica gel column chromatography and vacuum dried under a temperature of 70° C. to obtain 1.9 g of 1,3,6-tri(4-methylnaphthalene-1-yl)pyrene as milky-white powder.

Provenance & Evidence