Publication

1-(Triphenylmethyl)allylpotassium: conformational preference and [1,2]-rearrangement

Manfred Schlosser
1988
Journal Articles

Abstract

Upon treatment with the superbasic 1:1 mixt. of BuLi and Me3COK, cis- and trans-1,1,1-triphenyl-2-butene as well as 4,4,4-triphenyl-1-butene undergo a hydrogen/metal exchange to afford 1-(triphenylmethyl)allylpotassium [4,4,4-triphenyl-2-butenylpotassium] which exists in two stereoisomeric forms. Torsional equilibration leads to an endo/exo ratio of approx. 50:50. Novel endo-stabilizing interactions are discussed to rationalize this result. At temps. around or above 0 Deg, a Ph 1,2-migration, though no 1,4-migration, takes place. [on SciFinder (R)]

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https://infoscience.epfl.ch/entities/publication/df5d2052-5e4e-4c73-8e6d-047f660d5d08

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Manfred Schlosser
1988
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/df5d2052-5e4e-4c73-8e6d-047f660d5d08

About this result

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1-(Triphenylmethyl)allylpotassium: conformational preference and [1,2]-rearrangement

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