Reactivity and selectivity in the oxidation of aryl methyl sulfides and sulfoxides by hydrogen peroxide mediated by acetonitrile

Donald Bethell; Andrew E. Graham; Jag P. Heer; Olga Markopoulou; Philip C Bulman Page; B. Kevin Park

doi:10.1039/P29930002161

Reactivity and selectivity in the oxidation of aryl methyl sulfides and sulfoxides by hydrogen peroxide mediated by acetonitrile

Donald Bethell^*, Andrew E. Graham, Jag P. Heer, Olga Markopoulou, Philip C Bulman Page, B. Kevin Park

^*Corresponding author for this work

Faculty of Computing, Engineering and Science

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

In homogeneous methanol solution containing potassium carbonate, hydrogen peroxide and acetonitrile, the active oxidant in the conversion of p-substituted-phenyl methyl sulfides into the sulfoxides is selective (p = -1.0 at 0 °C) but the oxidation of the related sulfoxides at 0 and 24 °C shows low selectivity, which, taken in conjunction with direct kinetic data, throws new light on the active oxidizing species in these nitrite-mediated reactions.

Original language	English
Pages (from-to)	2161-2162
Number of pages	2
Journal	Journal of the Chemical Society, Perkin Transactions 2
Issue number	11
DOIs	https://doi.org/10.1039/P29930002161
Publication status	Published - 1993

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title = "Reactivity and selectivity in the oxidation of aryl methyl sulfides and sulfoxides by hydrogen peroxide mediated by acetonitrile",

abstract = "In homogeneous methanol solution containing potassium carbonate, hydrogen peroxide and acetonitrile, the active oxidant in the conversion of p-substituted-phenyl methyl sulfides into the sulfoxides is selective (p = -1.0 at 0 °C) but the oxidation of the related sulfoxides at 0 and 24 °C shows low selectivity, which, taken in conjunction with direct kinetic data, throws new light on the active oxidizing species in these nitrite-mediated reactions.",

author = "Donald Bethell and Graham, {Andrew E.} and Heer, {Jag P.} and Olga Markopoulou and Page, {Philip C Bulman} and Park, {B. Kevin}",

year = "1993",

doi = "10.1039/P29930002161",

language = "English",

pages = "2161--2162",

journal = "Journal of the Chemical Society, Perkin Transactions 2",

issn = "1472-779X",

publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - Reactivity and selectivity in the oxidation of aryl methyl sulfides and sulfoxides by hydrogen peroxide mediated by acetonitrile

AU - Bethell, Donald

AU - Graham, Andrew E.

AU - Heer, Jag P.

AU - Markopoulou, Olga

AU - Page, Philip C Bulman

AU - Park, B. Kevin

PY - 1993

Y1 - 1993

N2 - In homogeneous methanol solution containing potassium carbonate, hydrogen peroxide and acetonitrile, the active oxidant in the conversion of p-substituted-phenyl methyl sulfides into the sulfoxides is selective (p = -1.0 at 0 °C) but the oxidation of the related sulfoxides at 0 and 24 °C shows low selectivity, which, taken in conjunction with direct kinetic data, throws new light on the active oxidizing species in these nitrite-mediated reactions.

AB - In homogeneous methanol solution containing potassium carbonate, hydrogen peroxide and acetonitrile, the active oxidant in the conversion of p-substituted-phenyl methyl sulfides into the sulfoxides is selective (p = -1.0 at 0 °C) but the oxidation of the related sulfoxides at 0 and 24 °C shows low selectivity, which, taken in conjunction with direct kinetic data, throws new light on the active oxidizing species in these nitrite-mediated reactions.

U2 - 10.1039/P29930002161

DO - 10.1039/P29930002161

M3 - Article

AN - SCOPUS:37049078540

SP - 2161

EP - 2162

JO - Journal of the Chemical Society, Perkin Transactions 2

JF - Journal of the Chemical Society, Perkin Transactions 2

SN - 1472-779X

IS - 11

ER -

Reactivity and selectivity in the oxidation of aryl methyl sulfides and sulfoxides by hydrogen peroxide mediated by acetonitrile

Abstract

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