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Hydrogenation of benzoic acid derivatives over Pt/TiO(2) under mild conditions

Hydrogenation of benzoic acid (BA) to cyclohexanecarboxylic acid (CCA) has important industrial and academic significance, however, the electron deficient aromatic ring and catalyst poisoning by carboxyl groups make BA hydrogenation a challenging transformation. Herein, we report that Pt/TiO(2) is v...

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Autores principales: Guo, Miao, Kong, Xiangtao, Li, Chunzhi, Yang, Qihua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9814562/
https://www.ncbi.nlm.nih.gov/pubmed/36697567
http://dx.doi.org/10.1038/s42004-021-00489-z
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author Guo, Miao
Kong, Xiangtao
Li, Chunzhi
Yang, Qihua
author_facet Guo, Miao
Kong, Xiangtao
Li, Chunzhi
Yang, Qihua
author_sort Guo, Miao
collection PubMed
description Hydrogenation of benzoic acid (BA) to cyclohexanecarboxylic acid (CCA) has important industrial and academic significance, however, the electron deficient aromatic ring and catalyst poisoning by carboxyl groups make BA hydrogenation a challenging transformation. Herein, we report that Pt/TiO(2) is very effective for BA hydrogenation with, to our knowledge, a record TOF of 4490 h(−1) at 80 °C and 50 bar H(2), one order higher than previously reported results. Pt/TiO(2) catalysts with electron-deficient and electron-enriched Pt sites are obtained by modifying the electron transfer direction between Pt and TiO(2). Electron-deficient Pt sites interact with BA more strongly than electron-rich Pt sites, helping the dissociated H of the carboxyl group to participate in BA hydrogenation, thus enhancing its activity. The wide substrate scope, including bi- and tri-benzoic acids, further demonstrates the high efficiency of Pt/TiO(2) for hydrogenation of BA derivatives.
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spelling pubmed-98145622023-01-10 Hydrogenation of benzoic acid derivatives over Pt/TiO(2) under mild conditions Guo, Miao Kong, Xiangtao Li, Chunzhi Yang, Qihua Commun Chem Article Hydrogenation of benzoic acid (BA) to cyclohexanecarboxylic acid (CCA) has important industrial and academic significance, however, the electron deficient aromatic ring and catalyst poisoning by carboxyl groups make BA hydrogenation a challenging transformation. Herein, we report that Pt/TiO(2) is very effective for BA hydrogenation with, to our knowledge, a record TOF of 4490 h(−1) at 80 °C and 50 bar H(2), one order higher than previously reported results. Pt/TiO(2) catalysts with electron-deficient and electron-enriched Pt sites are obtained by modifying the electron transfer direction between Pt and TiO(2). Electron-deficient Pt sites interact with BA more strongly than electron-rich Pt sites, helping the dissociated H of the carboxyl group to participate in BA hydrogenation, thus enhancing its activity. The wide substrate scope, including bi- and tri-benzoic acids, further demonstrates the high efficiency of Pt/TiO(2) for hydrogenation of BA derivatives. Nature Publishing Group UK 2021-04-16 /pmc/articles/PMC9814562/ /pubmed/36697567 http://dx.doi.org/10.1038/s42004-021-00489-z Text en © The Author(s) 2021 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Guo, Miao
Kong, Xiangtao
Li, Chunzhi
Yang, Qihua
Hydrogenation of benzoic acid derivatives over Pt/TiO(2) under mild conditions
title Hydrogenation of benzoic acid derivatives over Pt/TiO(2) under mild conditions
title_full Hydrogenation of benzoic acid derivatives over Pt/TiO(2) under mild conditions
title_fullStr Hydrogenation of benzoic acid derivatives over Pt/TiO(2) under mild conditions
title_full_unstemmed Hydrogenation of benzoic acid derivatives over Pt/TiO(2) under mild conditions
title_short Hydrogenation of benzoic acid derivatives over Pt/TiO(2) under mild conditions
title_sort hydrogenation of benzoic acid derivatives over pt/tio(2) under mild conditions
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9814562/
https://www.ncbi.nlm.nih.gov/pubmed/36697567
http://dx.doi.org/10.1038/s42004-021-00489-z
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