Isoprene → Triisopropyl(4-methyl-1,4-cyclohexadienyl)silane

Participants

Reaction Conditions

Reaction Steps

In a four-necked flask, 0.27 g (1.2 mmol) of CoBr2, 1.33 g (4.2 mmol) of ZnI2, 0.55 g (1.4 mmol) of diphenylphosphinoethane, and 60 ml of dichloromethane were added, and the mixture was stirred for 30 minutes at 30° C. Subsequently, 12.2 ml (122 mmol) of isoprene, 20 g (110 mmol) of triisopropylsilylacetylene, and 0.35 g (1.4 mmol) of Bu4NBH4 were added thereto, and the mixture was allowed to react for one hour at 30° C. Dichloromethane was evaporated, and then the residue was purified by silica gel flash column chromatography. Thus, 24.6 g of the title compound, triisopropyl(4-methyl-1,4-cyclohexadienyl)silane, was obtained at a yield of 89.7% (GC purity 80%).

Provenance & Evidence