反应详情

A second batch of the cyclopentadienyl-type ligand, (fluorenyl)(cyclopentadienyl)methane was prepared as follows. A solution of 13.7 g (0.0824 moles) fluorene in 200 mL tetrahydrofuran (THF) was treated with (0.0826 moles) n-butyllithium at room temperature. After 14.5 hours, 10.00 g (0.0825 moles) solid 6-(dimethylamino)fulvene were added to the orange-brown solution and the mixture was stirred at room temperature for 8.5 hours. The mixture was then reacted with 6.50 g (0.171 moles) LiAlH4 and refluxed 15.5 hours. Then 0.0032 moles n-butyllithium was added and the mixture was stirred for 10 minutes. The mixture was hydrolysed with 500 g ice, 500 mL ether and 200 mL concentrated HCl. The aqueous phase was extracted 3 times with 300 mL ether. The ether extracts were combined and the ether evaporated. The solid residue was mixed with pentane and filtered over silica. The yield was 5.7 g (fluorenyl)(cyclopentadienyl)methane having a gas chromatographic purity of 98%.

1. temperaturerefluxed 15.5 hours
2. stirringthe mixture was stirred for 10 minutes
3. extractionThe aqueous phase was extracted 3 times with 300 mL ether
4. customthe ether evaporated
5. additionThe solid residue was mixed with pentane
6. filtrationfiltered over silica