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热解增强型钴-萨伦配合物催化喹啉和醛的氢化反应

Hydrogenation of Quinolines and Aldehydes Catalyzed by a Pyrolyzed, Augmented Cobalt-Salen Complex.

作者信息

Schmiedbauer Fabian, Monkowius Uwe, Schwarzinger Clemens, Müllegger Stefan, Bartling Stephan, Rockstroh Nils, Topf Christoph

机构信息

Institute of Inorganic Chemistry, Johannes Kepler University (JKU), Linz 4040, Austria.

Linz School of Education, Johannes Kepler University (JKU), Linz 4040, Austria.

出版信息

ACS Omega. 2025 Aug 6;10(32):36455-36465. doi: 10.1021/acsomega.5c04940. eCollection 2025 Aug 19.

DOI:10.1021/acsomega.5c04940
PMID:40852220
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12368676/
Abstract

We report on the preparation and characterization of a robust and easy-to-handle composite catalyst based on an enlarged salcomine-type solution-phase precursor. Wet impregnation of silica with an extended, homobimetallic cobalt-salen complex followed by controlled pyrolysis of the imbued and dried support afforded the fully functional catalytically active material. The solid catalyst thus produced affected the heterogeneous hydrogenation of quinolines and aldehydes, which selectively gave 1,2,3,4-tetrahydroquinolines and primary alcohols, respectively. In order to showcase its versatility, our catalyst was tested under batch conditions in steel autoclaves as well as in a continuous flow reaction system, which produces the requisite hydrogen gas through water electrolysis (H-Cube Mini Plus from ThalesNano). In both operating modes, we observed very good product yields and decent functional group tolerance.

摘要

我们报道了一种基于扩大的沙可明型溶液相前驱体制备的坚固且易于处理的复合催化剂及其表征。用一种扩展的、均二金属钴-萨伦配合物对二氧化硅进行湿浸渍,然后对浸渍并干燥后的载体进行可控热解,得到了具有完全功能的催化活性材料。由此制备的固体催化剂影响喹啉和醛的多相氢化反应,分别选择性地生成1,2,3,4-四氢喹啉和伯醇。为了展示其多功能性,我们的催化剂在间歇条件下于钢制高压釜中以及在通过水电解产生所需氢气的连续流动反应系统(来自ThalesNano的H-Cube Mini Plus)中进行了测试。在两种操作模式下,我们都观察到了非常好的产物收率和良好的官能团耐受性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/5ff6620c33ef/ao5c04940_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/3f1aac03b05a/ao5c04940_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/0157ae31fd77/ao5c04940_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/5b70b441d9f8/ao5c04940_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/160b87970130/ao5c04940_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/fa2aa7173c45/ao5c04940_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/81cd1876d72f/ao5c04940_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/5ff6620c33ef/ao5c04940_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/3f1aac03b05a/ao5c04940_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/0157ae31fd77/ao5c04940_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/5b70b441d9f8/ao5c04940_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/160b87970130/ao5c04940_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/fa2aa7173c45/ao5c04940_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/81cd1876d72f/ao5c04940_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c41/12368676/5ff6620c33ef/ao5c04940_0007.jpg

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本文引用的文献

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A Highly Active Cobalt Catalyst for the General and Selective Hydrogenation of Aromatic Heterocycles.一种高效钴催化剂,用于芳香杂环的普遍和选择性加氢。
Chemistry. 2023 May 26;29(30):e202300561. doi: 10.1002/chem.202300561. Epub 2023 Mar 31.
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Mild and Efficient Heterogeneous Hydrogenation of Nitroarenes Facilitated by a Pyrolytically Activated Dinuclear Ni(II)-Ce(III) Diimine Complex.热解活化双核 Ni(II)-Ce(III)二亚胺配合物促进的温和高效硝基芳烃加氢反应。
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