Vinyl cations from solvolysis

Rappoport, Zvi; Baessler, Tilman; Hanack, Michael

doi:10.1021/ja00719a040

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Synchronous Elimination1

Vinyl Cation Mechanism1

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1972

1978

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Cited by 31 publications

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“…The synchronous elimination mechanism with solvent acting as the base is applicable only for vinyl substrates containing a /8-hydrogen atom. However, this is easily recognized, as the rate of reaction should increase with added base if this mechanism is operative (14).…”

Section: Synchronous Eliminationmentioning

confidence: 99%

“…The reaction rate in these cases will be dependent upon the pH of the media. Analysis of the reaction products obtained by conducting the solvolysis in deuterium-labeled solvents like CH3COOD or C2H5OD will also provide additional evidence if an electrophilic addition-elimination mechanism is operative (14), while there will be a reasonably large solvent deuterium isotope effect Nuc/eophiiic Attack on Su/fur…”

Section: Vinyl Cation Mechanismmentioning

confidence: 99%

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