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Selective Hydrogenation of Nitriles to Primary Amines Catalyzed by a Polysilane/SiO(2)‐Supported Palladium Catalyst under Continuous‐Flow Conditions
Hydrogenation of nitriles to primary amines with heterogeneous catalysts under liquid‐phase continuous‐flow conditions is described. Newly developed polysilane/SiO(2)‐supported Pd was found to be an effective catalyst and various nitriles were converted into primary amine salts in almost quantitativ...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5390790/ https://www.ncbi.nlm.nih.gov/pubmed/28413753 http://dx.doi.org/10.1002/open.201600166 |
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author | Saito, Yuki Ishitani, Haruro Ueno, Masaharu Kobayashi, Shū |
author_facet | Saito, Yuki Ishitani, Haruro Ueno, Masaharu Kobayashi, Shū |
author_sort | Saito, Yuki |
collection | PubMed |
description | Hydrogenation of nitriles to primary amines with heterogeneous catalysts under liquid‐phase continuous‐flow conditions is described. Newly developed polysilane/SiO(2)‐supported Pd was found to be an effective catalyst and various nitriles were converted into primary amine salts in almost quantitative yields under mild reaction conditions. Interestingly, a complex mixture was obtained under batch conditions. Lifetime experiments showed that this catalyst remained active for more than 300 h (TON≥10 000) without loss of selectivity and no metal leaching from the catalyst occurred. By using this continuous‐flow hydrogenation, synthesis of venlafaxine, an antidepressant drug, has been accomplished. |
format | Online Article Text |
id | pubmed-5390790 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-53907902017-04-14 Selective Hydrogenation of Nitriles to Primary Amines Catalyzed by a Polysilane/SiO(2)‐Supported Palladium Catalyst under Continuous‐Flow Conditions Saito, Yuki Ishitani, Haruro Ueno, Masaharu Kobayashi, Shū ChemistryOpen Communications Hydrogenation of nitriles to primary amines with heterogeneous catalysts under liquid‐phase continuous‐flow conditions is described. Newly developed polysilane/SiO(2)‐supported Pd was found to be an effective catalyst and various nitriles were converted into primary amine salts in almost quantitative yields under mild reaction conditions. Interestingly, a complex mixture was obtained under batch conditions. Lifetime experiments showed that this catalyst remained active for more than 300 h (TON≥10 000) without loss of selectivity and no metal leaching from the catalyst occurred. By using this continuous‐flow hydrogenation, synthesis of venlafaxine, an antidepressant drug, has been accomplished. John Wiley and Sons Inc. 2017-01-23 /pmc/articles/PMC5390790/ /pubmed/28413753 http://dx.doi.org/10.1002/open.201600166 Text en © 2017 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Communications Saito, Yuki Ishitani, Haruro Ueno, Masaharu Kobayashi, Shū Selective Hydrogenation of Nitriles to Primary Amines Catalyzed by a Polysilane/SiO(2)‐Supported Palladium Catalyst under Continuous‐Flow Conditions |
title | Selective Hydrogenation of Nitriles to Primary Amines Catalyzed by a Polysilane/SiO(2)‐Supported Palladium Catalyst under Continuous‐Flow Conditions |
title_full | Selective Hydrogenation of Nitriles to Primary Amines Catalyzed by a Polysilane/SiO(2)‐Supported Palladium Catalyst under Continuous‐Flow Conditions |
title_fullStr | Selective Hydrogenation of Nitriles to Primary Amines Catalyzed by a Polysilane/SiO(2)‐Supported Palladium Catalyst under Continuous‐Flow Conditions |
title_full_unstemmed | Selective Hydrogenation of Nitriles to Primary Amines Catalyzed by a Polysilane/SiO(2)‐Supported Palladium Catalyst under Continuous‐Flow Conditions |
title_short | Selective Hydrogenation of Nitriles to Primary Amines Catalyzed by a Polysilane/SiO(2)‐Supported Palladium Catalyst under Continuous‐Flow Conditions |
title_sort | selective hydrogenation of nitriles to primary amines catalyzed by a polysilane/sio(2)‐supported palladium catalyst under continuous‐flow conditions |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5390790/ https://www.ncbi.nlm.nih.gov/pubmed/28413753 http://dx.doi.org/10.1002/open.201600166 |
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