Toluene → Bisfluorenyldimethylsilane

Participants

Reaction Steps

Under a nitrogen gas atmosphere, 5.00 g (9.11 mmol) of 2,7-dibromo-9,9-dioctylfluorene, 20 ml of diethyl ether and 10 ml of toluene were added to a 100 ml three-necked flask equipped with a reflux condenser and a dropping funnel. Under cooling by an ice bath, 6.2 ml (9.92 mmol) of a hexane solution of n-butyllithium (1.6 M) was added dropwise. As the butyllithium was added, the solution turned red. This solution was agitated “as is” for approximately 1 hour; then, 520 mg (4.33 mmol) of dimethoxydimethylsilane was added, and the resulting mixture was agitated and reacted all night.

Provenance & Evidence