Abstract
Palladium catalysts are shown to catalyze the three-component coupling of vinyl halides, trimethylsilyldiazomethane, and stabilized carbon nucleophiles. The reaction is believed to proceed through a palladium-carbene intermediate LX(R)PdCHSiMe 3 that undergoes migration of the vinyl substituent to the electrophilic carbene center to generate an eta 3-allylpalladium intermediate. The allylpalladium intermediate is attacked by the carbon nucleophile to generate a vinylsilane product.
MeSH terms
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Carbon / chemistry*
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Catalysis
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Diazomethane / analogs & derivatives
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Diazomethane / chemistry
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Hydrocarbons, Halogenated / chemistry
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Methane / analogs & derivatives*
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Methane / chemistry
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Molecular Structure
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Palladium / chemistry*
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Silanes / chemical synthesis*
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Silanes / chemistry
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Stereoisomerism
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Trimethylsilyl Compounds / chemistry
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Vinyl Compounds / chemical synthesis*
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Vinyl Compounds / chemistry
Substances
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Hydrocarbons, Halogenated
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Silanes
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Trimethylsilyl Compounds
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Vinyl Compounds
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vinylsilane
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carbene
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Palladium
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Diazomethane
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Carbon
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Methane
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trimethylsilyldiazomethane