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Synthesis of ketones from biomass-derived feedstock

Cyclohexanone and its derivatives are very important chemicals, which are currently produced mainly by oxidation of cyclohexane or alkylcyclohexane, hydrogenation of phenols, and alkylation of cyclohexanone. Here we report that bromide salt-modified Pd/C in H(2)O/CH(2)Cl(2) can efficiently catalyse...

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Autores principales: Meng, Qinglei, Hou, Minqiang, Liu, Huizhen, Song, Jinliang, Han, Buxing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5290317/
https://www.ncbi.nlm.nih.gov/pubmed/28139709
http://dx.doi.org/10.1038/ncomms14190
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author Meng, Qinglei
Hou, Minqiang
Liu, Huizhen
Song, Jinliang
Han, Buxing
author_facet Meng, Qinglei
Hou, Minqiang
Liu, Huizhen
Song, Jinliang
Han, Buxing
author_sort Meng, Qinglei
collection PubMed
description Cyclohexanone and its derivatives are very important chemicals, which are currently produced mainly by oxidation of cyclohexane or alkylcyclohexane, hydrogenation of phenols, and alkylation of cyclohexanone. Here we report that bromide salt-modified Pd/C in H(2)O/CH(2)Cl(2) can efficiently catalyse the transformation of aromatic ethers, which can be derived from biomass, to cyclohexanone and its derivatives via hydrogenation and hydrolysis processes. The yield of cyclohexanone from anisole can reach 96%, and the yields of cyclohexanone derivatives produced from the aromatic ethers, which can be extracted from plants or derived from lignin, are also satisfactory. Detailed study shows that the Pd, bromide salt and H(2)O/CH(2)Cl(2) work cooperatively to promote the desired reaction and inhibit the side reaction. Thus high yields of desired products can be obtained. This work opens the way for production of ketones from aromatic ethers that can be derived from biomass.
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spelling pubmed-52903172017-02-07 Synthesis of ketones from biomass-derived feedstock Meng, Qinglei Hou, Minqiang Liu, Huizhen Song, Jinliang Han, Buxing Nat Commun Article Cyclohexanone and its derivatives are very important chemicals, which are currently produced mainly by oxidation of cyclohexane or alkylcyclohexane, hydrogenation of phenols, and alkylation of cyclohexanone. Here we report that bromide salt-modified Pd/C in H(2)O/CH(2)Cl(2) can efficiently catalyse the transformation of aromatic ethers, which can be derived from biomass, to cyclohexanone and its derivatives via hydrogenation and hydrolysis processes. The yield of cyclohexanone from anisole can reach 96%, and the yields of cyclohexanone derivatives produced from the aromatic ethers, which can be extracted from plants or derived from lignin, are also satisfactory. Detailed study shows that the Pd, bromide salt and H(2)O/CH(2)Cl(2) work cooperatively to promote the desired reaction and inhibit the side reaction. Thus high yields of desired products can be obtained. This work opens the way for production of ketones from aromatic ethers that can be derived from biomass. Nature Publishing Group 2017-01-31 /pmc/articles/PMC5290317/ /pubmed/28139709 http://dx.doi.org/10.1038/ncomms14190 Text en Copyright © 2017, The Author(s) http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article's Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/
spellingShingle Article
Meng, Qinglei
Hou, Minqiang
Liu, Huizhen
Song, Jinliang
Han, Buxing
Synthesis of ketones from biomass-derived feedstock
title Synthesis of ketones from biomass-derived feedstock
title_full Synthesis of ketones from biomass-derived feedstock
title_fullStr Synthesis of ketones from biomass-derived feedstock
title_full_unstemmed Synthesis of ketones from biomass-derived feedstock
title_short Synthesis of ketones from biomass-derived feedstock
title_sort synthesis of ketones from biomass-derived feedstock
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5290317/
https://www.ncbi.nlm.nih.gov/pubmed/28139709
http://dx.doi.org/10.1038/ncomms14190
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