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The Promotion Effect of Cu on the Pd/C Catalyst in the Chemoselective Hydrogenation of Unsaturated Carbonyl Compounds

1Department of Chemistry, Faculty of Mathematics and Natural Sciences, Lambung Mangkurat University, Jl. A. Yani Km 36 Banjarbaru South Kalimantan, 70714, Indonesia., Indonesia

2Catalysis for Sustainable Energy and Environment (CATSuRe), Lambung Mangkurat University, Indonesia

3Catalysis for Sustainable Energy and Environment (CATSuRe), Lambung Mangkurat University, Indonesia., Indonesia

4 Department of Physics, Faculty of Mathematics and Natural Sciences, Lambung Mangkurat University, Jl. A. Yani Km 36 Banjarbaru, 70714, Indonesia

5 Department of Pharmacy, Faculty of Mathematics and Natural Sciences, Lambung Mangkurat University, Jl. A. Yani Km 36 Banjarbaru, 70714, Indonesia

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Received: 17 Feb 2021; Revised: 28 Apr 2021; Accepted: 29 Apr 2021; Available online: 2 May 2021; Published: 30 Jun 2021.
Editor(s): Istadi Istadi
Open Access Copyright (c) 2021 by Authors, Published by BCREC Group
Creative Commons License This work is licensed under a Creative Commons Attribution-ShareAlike 4.0 International License.

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Abstract

Highly efficient and selective hydrogenation of a,b-unsaturated carbonyl compounds to unsaturated alcohol using bimetallic palladium-copper supported on carbon (denoted as Pd-Cu(3.0)/C; 3.0 is Pd/Cu molar ratio) catalyst is demonstrated. Pd-Cu(3.0)/C catalyst was prepared via a simple hydrothermal route under air atmosphere at 150 °C for 24 h followed by reduction with hydrogen at 400°C for 1.5 h. The chemoselective hydrogenation of typical a,b-unsaturated carbonyl ketone (2-cyclohexene-1-one) and aldehyde (trans-2-hexenaldehyde), and chemoselective hydrogenation of FFald and (E)-non-3-en-2-one mixture demonstrated high productivity, leading to high selectivity of unsaturated alcohols. The presence of bimetallic Pd-Cu alloy phase with relatively high H2 uptakes was observed, enabling to preferentially hydrogenate C=O rather than to C=C bonds under mild reaction conditions. Pd-Cu(3.0)/C catalyst was found to stable and reusable for at least four reaction runs and the activity and selectivity of the catalyst can be restored to the original after rejuvenation with H2 at 400 °C for 1.5 h. Copyright © 2021 by Authors, Published by BCREC Group. This is an open access article under the CC BY-SA License (https://creativecommons.org/licenses/by-sa/4.0).

 

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Keywords: bimetallic palladium-copper; chemoselective hydrogenation; unsaturated carbonyl compounds; unsaturated alcohol
Funding: Ministry of Education and Culture Republic of Indonesia under contract Contract number: DIPA-042.06-1.401516/2020

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