Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over CoRe/TiO<sub>2</sub> Catalyst

Allylic alcohols typically produced through selective hydrogenation of <i>α</i>,<i>β</i>-unsaturated aldehydes are important intermediates in fine chemical industry, but it is still a challenge to achieve its high selectivity transformation. Herein, we report a series of TiO&...

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Main Authors: Mengting Chen, Yun Wang, Limin Jiang, Yuran Cheng, Yingxin Liu, Zuojun Wei
Format: Article
Language:English
Published: MDPI AG 2023-04-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/8/3336
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author Mengting Chen
Yun Wang
Limin Jiang
Yuran Cheng
Yingxin Liu
Zuojun Wei
author_facet Mengting Chen
Yun Wang
Limin Jiang
Yuran Cheng
Yingxin Liu
Zuojun Wei
author_sort Mengting Chen
collection DOAJ
description Allylic alcohols typically produced through selective hydrogenation of <i>α</i>,<i>β</i>-unsaturated aldehydes are important intermediates in fine chemical industry, but it is still a challenge to achieve its high selectivity transformation. Herein, we report a series of TiO<sub>2</sub>-supported CoRe bimetallic catalysts for the selective hydrogenation of cinnamaldehyde (CAL) to cinnamyl alcohol (COL) using formic acid (FA) as a hydrogen donor. The resultant catalyst with the optimized Co/Re ratio of 1:1 can achieve an exceptional COL selectivity of 89% with a CAL conversion of 99% under mild conditions of 140 °C for 4 h, and the catalyst can be reused four times without loss of activity. Meanwhile, the Co<sub>1</sub>Re<sub>1</sub>/TiO<sub>2</sub>/FA system was efficient for the selective hydrogenation of various <i>α</i>,<i>β</i>-unsaturated aldehydes to the corresponding <i>α</i>,<i>β</i>-unsaturated alcohols. The presence of ReO<sub>x</sub> on the Co<sub>1</sub>Re<sub>1</sub>/TiO<sub>2</sub> catalyst surface was advantageous to the adsorption of C=O, and the ultrafine Co nanoparticles provided abundant hydrogenation active sites for the selective hydrogenation. Moreover, FA as a hydrogen donor improved the selectivity to <i>α</i>,<i>β</i>-unsaturated alcohols.
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spelling doaj.art-fb5d3936ab76467e8d00ce977296ea3e2023-11-17T20:37:31ZengMDPI AGMolecules1420-30492023-04-01288333610.3390/molecules28083336Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over CoRe/TiO<sub>2</sub> CatalystMengting Chen0Yun Wang1Limin Jiang2Yuran Cheng3Yingxin Liu4Zuojun Wei5College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, ChinaCollege of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, ChinaCollege of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, ChinaKey Laboratory of Biomass Chemical Engineering of the Ministry of Education, College of Chemical and Biological Engineering, Zhejiang University, Hangzhou 310027, ChinaCollege of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, ChinaKey Laboratory of Biomass Chemical Engineering of the Ministry of Education, College of Chemical and Biological Engineering, Zhejiang University, Hangzhou 310027, ChinaAllylic alcohols typically produced through selective hydrogenation of <i>α</i>,<i>β</i>-unsaturated aldehydes are important intermediates in fine chemical industry, but it is still a challenge to achieve its high selectivity transformation. Herein, we report a series of TiO<sub>2</sub>-supported CoRe bimetallic catalysts for the selective hydrogenation of cinnamaldehyde (CAL) to cinnamyl alcohol (COL) using formic acid (FA) as a hydrogen donor. The resultant catalyst with the optimized Co/Re ratio of 1:1 can achieve an exceptional COL selectivity of 89% with a CAL conversion of 99% under mild conditions of 140 °C for 4 h, and the catalyst can be reused four times without loss of activity. Meanwhile, the Co<sub>1</sub>Re<sub>1</sub>/TiO<sub>2</sub>/FA system was efficient for the selective hydrogenation of various <i>α</i>,<i>β</i>-unsaturated aldehydes to the corresponding <i>α</i>,<i>β</i>-unsaturated alcohols. The presence of ReO<sub>x</sub> on the Co<sub>1</sub>Re<sub>1</sub>/TiO<sub>2</sub> catalyst surface was advantageous to the adsorption of C=O, and the ultrafine Co nanoparticles provided abundant hydrogenation active sites for the selective hydrogenation. Moreover, FA as a hydrogen donor improved the selectivity to <i>α</i>,<i>β</i>-unsaturated alcohols.https://www.mdpi.com/1420-3049/28/8/3336cinnamaldehydecinnamyl alcoholCoRe bimetallic catalystselective hydrogenationformic acid
spellingShingle Mengting Chen
Yun Wang
Limin Jiang
Yuran Cheng
Yingxin Liu
Zuojun Wei
Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over CoRe/TiO<sub>2</sub> Catalyst
Molecules
cinnamaldehyde
cinnamyl alcohol
CoRe bimetallic catalyst
selective hydrogenation
formic acid
title Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over CoRe/TiO<sub>2</sub> Catalyst
title_full Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over CoRe/TiO<sub>2</sub> Catalyst
title_fullStr Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over CoRe/TiO<sub>2</sub> Catalyst
title_full_unstemmed Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over CoRe/TiO<sub>2</sub> Catalyst
title_short Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over CoRe/TiO<sub>2</sub> Catalyst
title_sort highly efficient selective hydrogenation of cinnamaldehyde to cinnamyl alcohol over core tio sub 2 sub catalyst
topic cinnamaldehyde
cinnamyl alcohol
CoRe bimetallic catalyst
selective hydrogenation
formic acid
url https://www.mdpi.com/1420-3049/28/8/3336
work_keys_str_mv AT mengtingchen highlyefficientselectivehydrogenationofcinnamaldehydetocinnamylalcoholovercoretiosub2subcatalyst
AT yunwang highlyefficientselectivehydrogenationofcinnamaldehydetocinnamylalcoholovercoretiosub2subcatalyst
AT liminjiang highlyefficientselectivehydrogenationofcinnamaldehydetocinnamylalcoholovercoretiosub2subcatalyst
AT yurancheng highlyefficientselectivehydrogenationofcinnamaldehydetocinnamylalcoholovercoretiosub2subcatalyst
AT yingxinliu highlyefficientselectivehydrogenationofcinnamaldehydetocinnamylalcoholovercoretiosub2subcatalyst
AT zuojunwei highlyefficientselectivehydrogenationofcinnamaldehydetocinnamylalcoholovercoretiosub2subcatalyst