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Facile synthesis of supported Ru–Triphos catalysts for continuous flow application in selective nitrile reduction
The selective catalytic hydrogenation of nitriles represents an important but challenging transformation for many homogeneous and heterogeneous catalysts. Herein, we report the efficient and modular solid-phase synthesis of immobilized Triphos-type ligands in very high yields, involving only minimal...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6837175/ https://www.ncbi.nlm.nih.gov/pubmed/31857885 http://dx.doi.org/10.1039/c9sc01415b |
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author | Konrath, Robert Heutz, Frank J. L. Steinfeldt, Norbert Rockstroh, Nils Kamer, Paul C. J. |
author_facet | Konrath, Robert Heutz, Frank J. L. Steinfeldt, Norbert Rockstroh, Nils Kamer, Paul C. J. |
author_sort | Konrath, Robert |
collection | PubMed |
description | The selective catalytic hydrogenation of nitriles represents an important but challenging transformation for many homogeneous and heterogeneous catalysts. Herein, we report the efficient and modular solid-phase synthesis of immobilized Triphos-type ligands in very high yields, involving only minimal work-up procedures. The corresponding supported ruthenium–Triphos catalysts are tested in the hydrogenation of various nitriles. Under mild conditions and without the requirement of additives, the tunable supported catalyst library provides selective access to both primary amines and secondary imines. Moreover, the first application of a Triphos-type catalyst in a continuous flow process is presented demonstrating high catalyst life-time over at least 195 hours without significant activity loss. |
format | Online Article Text |
id | pubmed-6837175 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-68371752019-12-19 Facile synthesis of supported Ru–Triphos catalysts for continuous flow application in selective nitrile reduction Konrath, Robert Heutz, Frank J. L. Steinfeldt, Norbert Rockstroh, Nils Kamer, Paul C. J. Chem Sci Chemistry The selective catalytic hydrogenation of nitriles represents an important but challenging transformation for many homogeneous and heterogeneous catalysts. Herein, we report the efficient and modular solid-phase synthesis of immobilized Triphos-type ligands in very high yields, involving only minimal work-up procedures. The corresponding supported ruthenium–Triphos catalysts are tested in the hydrogenation of various nitriles. Under mild conditions and without the requirement of additives, the tunable supported catalyst library provides selective access to both primary amines and secondary imines. Moreover, the first application of a Triphos-type catalyst in a continuous flow process is presented demonstrating high catalyst life-time over at least 195 hours without significant activity loss. Royal Society of Chemistry 2019-07-23 /pmc/articles/PMC6837175/ /pubmed/31857885 http://dx.doi.org/10.1039/c9sc01415b Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0) |
spellingShingle | Chemistry Konrath, Robert Heutz, Frank J. L. Steinfeldt, Norbert Rockstroh, Nils Kamer, Paul C. J. Facile synthesis of supported Ru–Triphos catalysts for continuous flow application in selective nitrile reduction |
title | Facile synthesis of supported Ru–Triphos catalysts for continuous flow application in selective nitrile reduction
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title_full | Facile synthesis of supported Ru–Triphos catalysts for continuous flow application in selective nitrile reduction
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title_fullStr | Facile synthesis of supported Ru–Triphos catalysts for continuous flow application in selective nitrile reduction
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title_full_unstemmed | Facile synthesis of supported Ru–Triphos catalysts for continuous flow application in selective nitrile reduction
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title_short | Facile synthesis of supported Ru–Triphos catalysts for continuous flow application in selective nitrile reduction
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title_sort | facile synthesis of supported ru–triphos catalysts for continuous flow application in selective nitrile reduction |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6837175/ https://www.ncbi.nlm.nih.gov/pubmed/31857885 http://dx.doi.org/10.1039/c9sc01415b |
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