Hydrochloric Acid → (Fluorenyl)(cyclopentadienyl)(methyl)methane

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Reaction Steps

The cyclopentadienyl-type ligand, (fluorenyl)(cyclopentadienyl)(methyl)methane was prepared as follows. A solution of 5.0 g fluorene (0.030 mole) was treated with 0.030 mole n-butylithium in 200 mL THF and stirred for two hours at room temperature. Then 0.030 mole 6-(dimethyl)aminofulvene was added and the mixture was stirred for five hours. The deep red solution was then reacted with 0.060 mole methyllithium and the mixture was refluxed for 8 to 10 hours to form a dianion. The reaction product was hydrolysed very slowly with cooling. The reaction vessel was cooled in a dry ice bath and the reaction mixture was hydrolysed by very slow dropping of a solution of aqueous HCl in THF. The thus produced CHMe-bridged ligand was extracted with pentane, dried over sodium sulfate, and the solvent was evaporated.

Provenance & Evidence