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Sustainable Wacker‐Type Oxidations

The Wacker reaction is the oxidation of olefins to ketones and typically requires expensive and scarce palladium catalysts in the presence of an additional copper co‐catalyst under harsh conditions (acidic media, high pressure of air/dioxygen, elevated temperatures). Such a transformation is relevan...

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Autores principales: Rajeshwaran, Purushothaman, Trouvé, Jonathan, Youssef, Khalil, Gramage‐Doria, Rafael
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10092001/
https://www.ncbi.nlm.nih.gov/pubmed/36164675
http://dx.doi.org/10.1002/anie.202211016
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author Rajeshwaran, Purushothaman
Trouvé, Jonathan
Youssef, Khalil
Gramage‐Doria, Rafael
author_facet Rajeshwaran, Purushothaman
Trouvé, Jonathan
Youssef, Khalil
Gramage‐Doria, Rafael
author_sort Rajeshwaran, Purushothaman
collection PubMed
description The Wacker reaction is the oxidation of olefins to ketones and typically requires expensive and scarce palladium catalysts in the presence of an additional copper co‐catalyst under harsh conditions (acidic media, high pressure of air/dioxygen, elevated temperatures). Such a transformation is relevant for industry, as shown by the synthesis of acetaldehyde from ethylene as well as for fine‐chemicals, because of the versatility of a carbonyl group placed at specific positions. In this regard, many contributions have focused on controlling the chemo‐ and regioselectivity of the olefin oxidation by means of well‐defined palladium catalysts under different sets of reaction conditions. However, the development of Wacker‐type processes that avoid the use of palladium catalysts has just emerged in the last few years, thereby paving the way for the generation of more sustainable procedures, including milder reaction conditions and green chemistry technologies. In this Minireview, we discuss the development of new catalytic processes that utilize more benign catalysts and sustainable reaction conditions.
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spelling pubmed-100920012023-04-13 Sustainable Wacker‐Type Oxidations Rajeshwaran, Purushothaman Trouvé, Jonathan Youssef, Khalil Gramage‐Doria, Rafael Angew Chem Int Ed Engl Minireviews The Wacker reaction is the oxidation of olefins to ketones and typically requires expensive and scarce palladium catalysts in the presence of an additional copper co‐catalyst under harsh conditions (acidic media, high pressure of air/dioxygen, elevated temperatures). Such a transformation is relevant for industry, as shown by the synthesis of acetaldehyde from ethylene as well as for fine‐chemicals, because of the versatility of a carbonyl group placed at specific positions. In this regard, many contributions have focused on controlling the chemo‐ and regioselectivity of the olefin oxidation by means of well‐defined palladium catalysts under different sets of reaction conditions. However, the development of Wacker‐type processes that avoid the use of palladium catalysts has just emerged in the last few years, thereby paving the way for the generation of more sustainable procedures, including milder reaction conditions and green chemistry technologies. In this Minireview, we discuss the development of new catalytic processes that utilize more benign catalysts and sustainable reaction conditions. John Wiley and Sons Inc. 2022-10-26 2022-12-12 /pmc/articles/PMC10092001/ /pubmed/36164675 http://dx.doi.org/10.1002/anie.202211016 Text en © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Minireviews
Rajeshwaran, Purushothaman
Trouvé, Jonathan
Youssef, Khalil
Gramage‐Doria, Rafael
Sustainable Wacker‐Type Oxidations
title Sustainable Wacker‐Type Oxidations
title_full Sustainable Wacker‐Type Oxidations
title_fullStr Sustainable Wacker‐Type Oxidations
title_full_unstemmed Sustainable Wacker‐Type Oxidations
title_short Sustainable Wacker‐Type Oxidations
title_sort sustainable wacker‐type oxidations
topic Minireviews
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10092001/
https://www.ncbi.nlm.nih.gov/pubmed/36164675
http://dx.doi.org/10.1002/anie.202211016
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