The Oxidation of Cyclic Ketones by H2O2 Catalyzed by Cu(II) and Fe(III) Coordination Polymers

It has been shown that the oxidation of ketones – analogs of cyclohexanone – by hydrogen peroxide in the presence of Cu3(btc)2 (btc3- = 1,3,5-benzenetricarboxylate) occurred mainly by the radical mechanism, rather than by the Baeyer-Villiger reaction mechanism, and led to a mixture of products formed due to the ring cleavage and reduction of the hydrocarbon chain length. Unlike aliphatic ketones, α-tetralone hardly underwent conversion in the reaction with H2O2 in the presence of HKUST-1, and the oxidation of the same ketone in the presence of Fe2(OH)3(btc) led to the formation of a number of products; among them, 1,4-naphthoquinone was dominant.

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Journal
Journal of organic and pharmaceutical chemistry
Published
2025-02-19
DOI
https://doi.org/10.24959/ophcj.24.315358
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
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article

The Oxidation of Cyclic Ketones by H2O2 Catalyzed by Cu(II) and Fe(III) Coordination Polymers

Anton Lytvynenko, Konstantin S. Gavrilenko, Максим А. Колосов, Emir N. Abdullayev et al.
Journal of organic and pharmaceutical chemistry
Oxidative Organic Chemistry Reactions
article

The Oxidation of Cyclic Ketones by H2O2 Catalyzed by Cu(II) and Fe(III) Coordination Polymers

Anton Lytvynenko, Konstantin S. Gavrilenko, Максим А. Колосов, Emir N. Abdullayev, Elena H. Shvets, Sergey V. Kolotilov, Ievgenii A. Iermolenko, A. M. Mishura
article en

Abstract

It has been shown that the oxidation of ketones – analogs of cyclohexanone – by hydrogen peroxide in the presence of Cu3(btc)2 (btc3- = 1,3,5-benzenetricarboxylate) occurred mainly by the radical mechanism, rather than by the Baeyer-Villiger reaction mechanism, and led to a mixture of products formed due to the ring cleavage and reduction of the hydrocarbon chain length. Unlike aliphatic ketones, α-tetralone hardly underwent conversion in the reaction with H2O2 in the presence of HKUST-1, and the oxidation of the same ketone in the presence of Fe2(OH)3(btc) led to the formation of a number of products; among them, 1,4-naphthoquinone was dominant.

Journal of organic and pharmaceutical chemistryVol. 22(4)
National Academy of Sciences of Ukraine (UA), Taras Shevchenko National University of Kyiv (UA), Institute of Organic Chemistry (UA), L.V. Pisarzhevskii Institute of Physical Chemistry (UA), Enamine (Ukraine) (UA), V. N. Karazin Kharkiv National University (UA)
Openalex Percentile: Top 95%
Oxidative Organic Chemistry Reactions
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The Oxidation of Cyclic Ketones by H2O2 Catalyzed by Cu(II) and Fe(III) Coordination Polymers — Anton Lytvynenko, Konstantin S. Gavrilenko, et al. · Journal of organic and pharmaceutical chemistry (2025) | TGRS Research Map | TGRS