Maleic anhydride derivatives as catalysts for N -oxidation of pyridine using hydrogen peroxide

Maleic anhydride derivatives were evaluated as catalysts in -oxidation of various pyridine substrates using hydrogen peroxide (H O ). Depending on the electronic properties of the pyridine substrates, pyridines with electron-donating groups reacted well with 2,3-dimethylmaleic anhydride (DMMA). In c...

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Published inRSC advances Vol. 14; no. 43; pp. 31657 - 31662
Main Authors Gajeles, Ghellyn, Lee, Kyung-Koo, Lee, Sang Hee
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 01.10.2024
The Royal Society of Chemistry
Subjects
Catalysts
Chemistry
Dicarboxylic anhydride
Hydrogen peroxide
Maleic anhydride
Oxidation
Oxidizing agents
Peracids
Pyridines
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Summary:Maleic anhydride derivatives were evaluated as catalysts in -oxidation of various pyridine substrates using hydrogen peroxide (H O ). Depending on the electronic properties of the pyridine substrates, pyridines with electron-donating groups reacted well with 2,3-dimethylmaleic anhydride (DMMA). In contrast, 1-cyclohexene-1, 2-dicarboxylic anhydride (CHMA) was most effective for electron-deficient pyridines. The different performance of these two anhydrides is attributed to the diacid-anhydride equilibrium, which is crucial for regenerating the peracid oxidant through an anhydride intermediate in the catalytic cycle. This approach using a catalytic amount of anhydride with H O has the potential to replace stoichiometric amounts of percarboxylic acid as an oxidant for a broader range of organic substrates.
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Physical Science Department, West Visayas State University, Luna St., La Paz, Iloilo City, 5000 Iloilo, Philippines is the authors present address.
ISSN:2046-2069
2046-2069
DOI:10.1039/D4RA05962J