反应详情

915 my (1 mmol) of tris(dibenzylidenacetone)dipalladium(0) and 821 mg (2 mmol) of 2-dicyclohexylphosphino-2,6-dimethoxybiphenyl are added to a suspension of 16.8 g (50 mmol) of 9,10-dibromoanthracene, 21.6 g (115 mol) of 1,2,3,4-tetrahydro-1,4-methanonaphthalene-5-boronic acid and 66.9 g (315 mmol) of tripotassium phosphate in 400 ml of anhydrous toluene, and the mixture is refluxed for 16 h. After the reaction mixture has been cooled, 400 ml of water are added, and the precipitate is filtered off with suction, washed three times with 200 ml of water each time, washed three times with 200 ml of ethanol each time, dried under reduced pressure and subsequently chromatographed on silica gel (eluent heptane/toluene 8:2, v/v, column temperature 500C). Sublimation: p=1×10−5 mbar, 300° C. Yield: 13.1 g (28 mmol), 56.6% of theory; purity: 99.5% according to 1H-NMR (including all isomers).

1. temperaturethe mixture is refluxed for 16 h
2. temperatureAfter the reaction mixture has been cooled
3. filtrationthe precipitate is filtered off with suction
4. washwashed three times with 200 ml of water each time
5. washwashed three times with 200 ml of ethanol each time
6. customdried under reduced pressure
7. customsubsequently chromatographed on silica gel (eluent heptane/toluene 8:2, v/v, column temperature 500C)
8. customp=1×10−5 mbar, 300° C