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Novel Organocatalytic System of R-bian, R-mian and NHPI for Selective Oxidation of Cumene Full article

Journal Molecular Catalysis
ISSN: 2468-8231
Output data Year: 2025, Volume: 570, Article number : 114658, Pages count : 9 DOI: 10.1016/j.mcat.2024.114658
Tags Oxidation of cumene; Oxygen; R-bian and R-mian; NHPI; Organocatalysis
Authors Koshcheeva O.S. 1 , Kuznetsova N.I. 2 , Babushkin D.E. 2 , Fomenko I.S. 1 , Gushchin A.L. 1
Affiliations
1 Nikolaev Institute of Inorganic Chemistry SB RAS, 3 Prospect Lavrentieva, Novosibirsk, 630090, RF, Russia
2 Boreskov Institute of Catalysis SB RAS, 5 Prospect Lavrentieva, Novosibirsk, 630090, RF, Russia

Funding (1)

1 Ministry of Science and Higher Education of the Russian Federation FWUR-2024-0035

Abstract: The paper describes the influence of a series of bis(arylimino)acenaphthenes (R-bian) and mono(arylimino)acenapthenones (R-mian) in the aerobic oxidation of cumene. The imines facilitate the decomposition of minor impurities of cumene hydroperoxide, thereby acting as catalysts for the oxidation of cumene. The relative reactivity of imines in the oxidation of cumene is correlated with the relative electron-withdrawing ability of the aryl functional groups of CF3-Ph>dpp, tmp. This is demonstrated by the reactivity of dpp-mian, tmp-mian and dpp-bian, tmp-bian<CF3-Ph-bian. A comparable interaction between R-bian and NHPI enhances the solubility of the radical catalyst in cumene and intensifies NHPI-catalyzed oxidation to attain 25–30 % conversion of cumene with dpp-bian and tmp-bian promoters. The reported results present a straightforward organocatalytic system based on the utilization of imines as catalysts and promoters.
Cite: Koshcheeva O.S. , Kuznetsova N.I. , Babushkin D.E. , Fomenko I.S. , Gushchin A.L.
Novel Organocatalytic System of R-bian, R-mian and NHPI for Selective Oxidation of Cumene
Molecular Catalysis. 2025. V.570. 114658 :1-9. DOI: 10.1016/j.mcat.2024.114658 WOS Scopus OpenAlex
Dates:
Submitted: Aug 21, 2024
Accepted: Oct 28, 2024
Published online: Nov 10, 2024
Identifiers:
Web of science: WOS:001356653500001
Scopus: 2-s2.0-85208325467
OpenAlex: W4404213598
Citing: Пока нет цитирований
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