Electronic effects in the reactions of olefins with permanganate ion and with osmium tetroxide

H. B. Henbest, W. R. Jackson, B. C G Robb

Research output: Contribution to journalArticleResearchpeer-review

Abstract

The oxidation of olefins (alicyclic compounds and stilbenes) by permanganate ion is accelerated by electron-attracting substituents, but these groups retard the reactions of the olefins with osmium tetroxide. For the stibene oxidations, approximate ρ values obtained were: 0.65 for the permanganate reactions in aqueous dioxan and -0.55 for the osmium tetroxide reactions in dioxan.

Original languageEnglish
Pages (from-to)803-807
Number of pages5
JournalJournal of the Chemical Society B: Physical Organic
DOIs
Publication statusPublished - 1 Dec 1966
Externally publishedYes

Cite this

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abstract = "The oxidation of olefins (alicyclic compounds and stilbenes) by permanganate ion is accelerated by electron-attracting substituents, but these groups retard the reactions of the olefins with osmium tetroxide. For the stibene oxidations, approximate ρ values obtained were: 0.65 for the permanganate reactions in aqueous dioxan and -0.55 for the osmium tetroxide reactions in dioxan.",
author = "Henbest, {H. B.} and Jackson, {W. R.} and Robb, {B. C G}",
year = "1966",
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doi = "10.1039/J29660000803",
language = "English",
pages = "803--807",
journal = "Journal of the Chemical Society B: Physical Organic",
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Electronic effects in the reactions of olefins with permanganate ion and with osmium tetroxide. / Henbest, H. B.; Jackson, W. R.; Robb, B. C G.

In: Journal of the Chemical Society B: Physical Organic, 01.12.1966, p. 803-807.

Research output: Contribution to journalArticleResearchpeer-review

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AU - Henbest, H. B.

AU - Jackson, W. R.

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N2 - The oxidation of olefins (alicyclic compounds and stilbenes) by permanganate ion is accelerated by electron-attracting substituents, but these groups retard the reactions of the olefins with osmium tetroxide. For the stibene oxidations, approximate ρ values obtained were: 0.65 for the permanganate reactions in aqueous dioxan and -0.55 for the osmium tetroxide reactions in dioxan.

AB - The oxidation of olefins (alicyclic compounds and stilbenes) by permanganate ion is accelerated by electron-attracting substituents, but these groups retard the reactions of the olefins with osmium tetroxide. For the stibene oxidations, approximate ρ values obtained were: 0.65 for the permanganate reactions in aqueous dioxan and -0.55 for the osmium tetroxide reactions in dioxan.

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