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Platinum-Based Heterogeneous Catalysts for Nitrile Synthesis via Aerobic Oxidative Coupling of Alcohols and Ammonia
[Image: see text] Transition-metal-catalyzed aerobic oxidative coupling of alcohols and ammonia represents an attractive atom-economical synthetic route to prepare nitriles. Heterogeneous platinum catalysts have been widely used for aerobic alcohol oxidation to aldehydes and carboxylic acids but hav...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644636/ https://www.ncbi.nlm.nih.gov/pubmed/31458796 http://dx.doi.org/10.1021/acsomega.8b00911 |
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author | Preger, Yuliya Root, Thatcher W. Stahl, Shannon S. |
author_facet | Preger, Yuliya Root, Thatcher W. Stahl, Shannon S. |
author_sort | Preger, Yuliya |
collection | PubMed |
description | [Image: see text] Transition-metal-catalyzed aerobic oxidative coupling of alcohols and ammonia represents an attractive atom-economical synthetic route to prepare nitriles. Heterogeneous platinum catalysts have been widely used for aerobic alcohol oxidation to aldehydes and carboxylic acids but have not been applied to nitrile synthesis. In this work, we show that carbon-supported Pt catalysts are effective for this transformation. Unpromoted Pt is competent with benzylic substrates bearing either electron-donating or electron-withdrawing substituents. Use of both K(2)CO(3) and Bi additives accelerates the rate of alcohol oxidation and affords high yields with challenging heterocyclic alcohols. |
format | Online Article Text |
id | pubmed-6644636 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-66446362019-08-27 Platinum-Based Heterogeneous Catalysts for Nitrile Synthesis via Aerobic Oxidative Coupling of Alcohols and Ammonia Preger, Yuliya Root, Thatcher W. Stahl, Shannon S. ACS Omega [Image: see text] Transition-metal-catalyzed aerobic oxidative coupling of alcohols and ammonia represents an attractive atom-economical synthetic route to prepare nitriles. Heterogeneous platinum catalysts have been widely used for aerobic alcohol oxidation to aldehydes and carboxylic acids but have not been applied to nitrile synthesis. In this work, we show that carbon-supported Pt catalysts are effective for this transformation. Unpromoted Pt is competent with benzylic substrates bearing either electron-donating or electron-withdrawing substituents. Use of both K(2)CO(3) and Bi additives accelerates the rate of alcohol oxidation and affords high yields with challenging heterocyclic alcohols. American Chemical Society 2018-06-05 /pmc/articles/PMC6644636/ /pubmed/31458796 http://dx.doi.org/10.1021/acsomega.8b00911 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Preger, Yuliya Root, Thatcher W. Stahl, Shannon S. Platinum-Based Heterogeneous Catalysts for Nitrile Synthesis via Aerobic Oxidative Coupling of Alcohols and Ammonia |
title | Platinum-Based Heterogeneous Catalysts for Nitrile Synthesis via Aerobic Oxidative
Coupling of Alcohols and Ammonia |
title_full | Platinum-Based Heterogeneous Catalysts for Nitrile Synthesis via Aerobic Oxidative
Coupling of Alcohols and Ammonia |
title_fullStr | Platinum-Based Heterogeneous Catalysts for Nitrile Synthesis via Aerobic Oxidative
Coupling of Alcohols and Ammonia |
title_full_unstemmed | Platinum-Based Heterogeneous Catalysts for Nitrile Synthesis via Aerobic Oxidative
Coupling of Alcohols and Ammonia |
title_short | Platinum-Based Heterogeneous Catalysts for Nitrile Synthesis via Aerobic Oxidative
Coupling of Alcohols and Ammonia |
title_sort | platinum-based heterogeneous catalysts for nitrile synthesis via aerobic oxidative
coupling of alcohols and ammonia |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644636/ https://www.ncbi.nlm.nih.gov/pubmed/31458796 http://dx.doi.org/10.1021/acsomega.8b00911 |
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