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Electrophilic substitution of unsaturated silanes information


Electrophilic substitution of unsaturated silanes involves attack of an electrophile on an allyl- or vinylsilane. An allyl or vinyl group is incorporated at the electrophilic center after loss of the silyl group.[1]

  1. ^ Fleming, I.; Dunogues, J.; Smithers, R. Org. React. 1989, 37, 57. doi:10.1002/0471264180.or037.02

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Electrophilic substitution of unsaturated silanes

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Electrophilic substitution of unsaturated silanes involves attack of an electrophile on an allyl- or vinylsilane. An allyl or vinyl group is incorporated...

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Organosilicon chemistry

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formal allylic substitution on the benzoyloxy group takes place. Unsaturated silanes like the above are susceptible to electrophilic substitution. Organosilicon...

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Silicon compounds

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viable method of producing substituted silanes. The silanes comprise a homologous series of silicon hydrides with a general formula of Si nH 2n + 2. They...

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Ylide

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condensation of an α-amino acid and an aldehyde or by thermal ring opening reaction of certain N-substituted aziridines. The further-unsaturated nitrile ylides...

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Sakurai reaction

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activates the electrophilic carbon in presence of allyltrimethylsilane which then undergoes nucleophilic attack from electrons on the allylic silane. The silicon...

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Trifluoromethylation

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(hetero) arenes, unactivated olefins and unsaturated carboxylic acids. The reaction mechanism of electrophilic trifluoromethylations has been described...

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Hydride

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agents in chemical synthesis. The hydride adds to an electrophilic center, typically unsaturated carbon. Hydrides such as sodium hydride and potassium...

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Alkyne

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{H}}{C}}}}{\ce {-H}}} 1-Butyne In organic chemistry, an alkyne is an unsaturated hydrocarbon containing at least one carbon—carbon triple bond. The simplest...

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Stetter reaction

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reaction does not proceed without an alcoholic additive. Acyl silanes are less electrophilic than the corresponding aldehydes, preventing typical benzoin-type...

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Silyl enol ether

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increase the rate of reaction, trimethylsilyl triflate may also be used in the place of trimethylsilyl chloride as a more electrophilic substrate. When...

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Benzene

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reactions of benzene involve substitution of a proton by other groups. Electrophilic aromatic substitution is a general method of derivatizing benzene. Benzene...

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Anthracene

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acetylacetonate. Electrophilic substitution of anthracene occurs at the 9 position. For example, formylation affords 9-anthracenecarboxaldehyde. Substitution at other...

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Naphthalene

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K. In electrophilic aromatic substitution reactions, naphthalene reacts more readily than benzene. For example, chlorination and bromination of naphthalene...

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Lewis acid catalysis

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heterolytic cleavage of a carbon–halogen bond in an alkyl halide and generates a carbocation, which undergoes electrophilic aromatic substitution. Although vastly...

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Carbon dioxide

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electrophile having an electrophilic reactivity that is comparable to benzaldehyde or strongly electrophilic α,β-unsaturated carbonyl compounds. However...

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Alkane

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corresponding to loss of CH2 groups. Alkanes are only weakly reactive with most chemical compounds. They only reacts with the strongest of electrophilic reagents by...

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