Unusual phase transfer mechanism of the ruthenium-catalyzed oxidation of alcohols with hydrogen peroxide

Gadi Rothenberg; Gabriela Barak; Yoel Sasson

doi:10.1016/S0040-4020(99)00206-9

Unusual phase transfer mechanism of the ruthenium-catalyzed oxidation of alcohols with hydrogen peroxide

Gadi Rothenberg, Gabriela Barak, Yoel Sasson^*

^*Corresponding author for this work

Institute of Chemistry

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

23 Scopus citations

Abstract

A kinetic investigation of the Ru-catalyzed oxidation of 1-phenyl ethanol to acetophenone using H₂O₂ under PT conditions shows that this system differs from classic extraction and interfacial mechanisms often encountered in PTC oxidations. Vesicles formed by the phase transfer agent in the organic phase are proposed as the catalytic reaction sites. Such structures are evidenced by microscopic studies. The effects of substituents, different phase transfer agents, and metal catalysts are studied and discussed in view of this mechanism.

Original language	English
Pages (from-to)	6301-6310
Number of pages	10
Journal	Tetrahedron
Volume	55
Issue number	20
DOIs	https://doi.org/10.1016/S0040-4020(99)00206-9
State	Published - 14 May 1999

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abstract = "A kinetic investigation of the Ru-catalyzed oxidation of 1-phenyl ethanol to acetophenone using H2O2 under PT conditions shows that this system differs from classic extraction and interfacial mechanisms often encountered in PTC oxidations. Vesicles formed by the phase transfer agent in the organic phase are proposed as the catalytic reaction sites. Such structures are evidenced by microscopic studies. The effects of substituents, different phase transfer agents, and metal catalysts are studied and discussed in view of this mechanism.",

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N2 - A kinetic investigation of the Ru-catalyzed oxidation of 1-phenyl ethanol to acetophenone using H2O2 under PT conditions shows that this system differs from classic extraction and interfacial mechanisms often encountered in PTC oxidations. Vesicles formed by the phase transfer agent in the organic phase are proposed as the catalytic reaction sites. Such structures are evidenced by microscopic studies. The effects of substituents, different phase transfer agents, and metal catalysts are studied and discussed in view of this mechanism.

AB - A kinetic investigation of the Ru-catalyzed oxidation of 1-phenyl ethanol to acetophenone using H2O2 under PT conditions shows that this system differs from classic extraction and interfacial mechanisms often encountered in PTC oxidations. Vesicles formed by the phase transfer agent in the organic phase are proposed as the catalytic reaction sites. Such structures are evidenced by microscopic studies. The effects of substituents, different phase transfer agents, and metal catalysts are studied and discussed in view of this mechanism.

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Unusual phase transfer mechanism of the ruthenium-catalyzed oxidation of alcohols with hydrogen peroxide

Abstract

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