{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,17]],"date-time":"2026-09-17T22:02:44Z","timestamp":1789682564348,"version":"4.0.1"},"reference-count":85,"publisher":"MDPI AG","issue":"9","license":[{"start":{"date-parts":[[2025,4,26]],"date-time":"2025-04-26T00:00:00Z","timestamp":1745625600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100006769","name":"Russian Science Foundation","doi-asserted-by":"publisher","award":["24-73-10149"],"award-info":[{"award-number":["24-73-10149"]}],"id":[{"id":"10.13039\/501100006769","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Amines and hydroxylamines are essential compounds in the synthesis of pharmaceuticals and other functionalized molecules. However, the synthesis of primary amines and particularly hydroxylamines remains a challenging task. The most common way to obtain amines and hydroxylamines involves the reduction of substances containing C-N bonds, such as nitro compounds, nitriles, and oximes. Among these, oximes are the most readily accessible substrates easily derived from ketones and aldehydes. However, oximes are much harder to reduce compared to nitro compounds and nitriles. The catalytic heterogeneous hydrogenation of oximes often requires harsh conditions and catalysts with high precious metal loadings, while hydroxylamines are hard to be obtained by this method. In this work, we showed that Pt supported on a porous ceria\u2013zirconia solid solution enables the selective and atom-efficient synthesis of both hydroxylamines and amines through the hydrogenation of oximes, achieving yields of up to 99% under ambient reaction conditions in a \u201cgreen\u201d THF:H2O solvent system. The high activity of the 1% Pt\/CeO2-ZrO2 catalyst (TOF &gt; 500 h\u22121) is due to low-temperature hydrogen activation on Pt nanoparticles with the formation of a hydride, Pt-H. The strong influence of electron-donating and electron-withdrawing groups on the hydrogenation of aromatic oximes implies the nucleophilic attack of hydridic hydrogen from Pt to the electrophilic carbon of protonated oximes.<\/jats:p>","DOI":"10.3390\/molecules30091926","type":"journal-article","created":{"date-parts":[[2025,4,28]],"date-time":"2025-04-28T06:23:32Z","timestamp":1745821412000},"page":"1926","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Ceria\u2013Zirconia-Supported Pt as an Efficient Catalyst for the Sustainable Synthesis of Hydroxylamines and Primary Amines via the Hydrogenation of Oximes Under Ambient Conditions"],"prefix":"10.3390","volume":"30","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-9592-2096","authenticated-orcid":false,"given":"Elena","family":"Redina","sequence":"first","affiliation":[{"name":"Laboratory of Development and Study of Polyfunctional Catalysts, N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky Prospect, 119991 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3014-3021","authenticated-orcid":false,"given":"Inna","family":"Ivanova","sequence":"additional","affiliation":[{"name":"Laboratory of Development and Study of Polyfunctional Catalysts, N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky Prospect, 119991 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2673-0453","authenticated-orcid":false,"given":"Olga","family":"Tkachenko","sequence":"additional","affiliation":[{"name":"Laboratory of Development and Study of Polyfunctional Catalysts, N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky Prospect, 119991 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gennady","family":"Kapustin","sequence":"additional","affiliation":[{"name":"Laboratory of Development and Study of Polyfunctional Catalysts, N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky Prospect, 119991 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Igor","family":"Mishin","sequence":"additional","affiliation":[{"name":"Laboratory of Development and Study of Polyfunctional Catalysts, N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky Prospect, 119991 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Leonid","family":"Kustov","sequence":"additional","affiliation":[{"name":"Laboratory of Development and Study of Polyfunctional Catalysts, N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky Prospect, 119991 Moscow, Russia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2025,4,26]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"Ozsv\u00e1r, D., Nagy, V., Zupk\u00f3, I., and Szakonyi, Z. (2021). Synthesis and Biological Application of Isosteviol-Based 1,3-Aminoalcohols. Int. J. Mol. Sci., 22.","DOI":"10.3390\/ijms222011232"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"1923","DOI":"10.3987\/COM-17-13772","article-title":"Synthesis of (5,6-Dihydro-4H-Pyrrolo[1,2-b]Pyrazol-3-Yl)-Methanamine","volume":"94","author":"Zhang","year":"2017","journal-title":"HETEROCYCLES"},{"key":"ref_3","doi-asserted-by":"crossref","unstructured":"Pospelov, E.V., and Sukhorukov, A.Y. (2023). Building Up a Piperazine Ring from a Primary Amino Group via Catalytic Reductive Cyclization of Dioximes. Int. J. Mol. 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