Some striking rate and migration effects of trimethylsilyl substituents on cyclopropene isomerisation

1 January 1992

journal article
research article
Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications

No. 5,p. 422-424
https://doi.org/10.1039/c39920000422

Abstract

Kinetic studies of the gas-phase isomerisation of two trimethylsilyl substituted cyclopropenes reveal a novel 1,4 Me₃Si-shfit and a rate enhancement of ca. 1200 corresponding to a 1,2 Me₃Si-shift, both explicable in terms of β-stabilisation of the biradical intermediate.

Keywords

TRIMETHYLSILYL
ISOMERISATION
MIGRATION
SHIFT
CORRESPONDING
SHFIT
SUBSTITUTED
SUBSTITUENTS
STABILISATION

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