NMR Study on the Mechanism of Olefin Formation by Desulfonation of β-Sultones

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  • β-スルトンの脱スルホン化によるオレフィン生成機構のNMRによる研究
  • ベータ スルトン ノ ダツ スルホンカ ニ ヨル オレフィン セイセイ キコウ

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β-Sultones obtained by sulfonation of internal olefins with sulfur trioxide (SO3) were desulfonated to the original olefins under certain conditions. This study was carried out to clarify the path way of this desulfonation using the β-sultone obtained by the sulfonation of trans-2-octene.<BR>The olefin produced by the desulfonation of the β-sultone gave trans-2-octene, indicating that geometrical isomerism was preserved. Reactions of olefins with SO3 to form β-sultones would thus appear to be reversible. For comfirmation of this, cis-2-octene was added to a sample consisting mainly of β-sultone from trans-2-octene and NMR observation was made to detect β-sultone originating from cis-2-octene.<BR>The formation reaction ofβ-sultone from internal olefins was found to be reversible, in thatthe production of β-sultone from cis-2-olefin was confirmed.

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