Chemoselective transfer hydrogenation of aldehydes in aqueous media catalyzed by a well-defined iron(II) hydride complex

ABSTRACT: An iron(II) hydride PNP pincer complex is applied as catalyst for the chemoselective transfer hydrogenation of aldehydes using an aqueous solution of sodium formate as hydrogen source. A variety of aromatic, heteroaromatic, and aliphatic aldehydes could be reduced to the corresponding alco...

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Detalles Bibliográficos
Autores principales: Gorgas, Nikolaus, Ilic, Aleksandra, Kirchner, Karl
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Vienna 2018
Materias:
Original Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6320750/
https://www.ncbi.nlm.nih.gov/pubmed/30662094
http://dx.doi.org/10.1007/s00706-018-2279-7
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author Gorgas, Nikolaus
Ilic, Aleksandra
Kirchner, Karl
author_facet Gorgas, Nikolaus
Ilic, Aleksandra
Kirchner, Karl
author_sort Gorgas, Nikolaus
collection PubMed
description ABSTRACT: An iron(II) hydride PNP pincer complex is applied as catalyst for the chemoselective transfer hydrogenation of aldehydes using an aqueous solution of sodium formate as hydrogen source. A variety of aromatic, heteroaromatic, and aliphatic aldehydes could be reduced to the corresponding alcohols in good to excellent yields with a catalyst loading of 1.0 mol% at 80 °C and 1 h reaction time. If present, C–C double bonds remained unaffected in course of the reaction, even when they are conjugated to the carbonyl group of the aldehyde. The catalyst’s lifetime and activity could be improved when the reactions were conducted in an ionic liquid-based micro emulsion. GRAPHICAL ABSTRACT: [Image: see text]
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spelling pubmed-63207502019-01-17 Chemoselective transfer hydrogenation of aldehydes in aqueous media catalyzed by a well-defined iron(II) hydride complex Gorgas, Nikolaus Ilic, Aleksandra Kirchner, Karl Monatsh Chem Original Paper ABSTRACT: An iron(II) hydride PNP pincer complex is applied as catalyst for the chemoselective transfer hydrogenation of aldehydes using an aqueous solution of sodium formate as hydrogen source. A variety of aromatic, heteroaromatic, and aliphatic aldehydes could be reduced to the corresponding alcohols in good to excellent yields with a catalyst loading of 1.0 mol% at 80 °C and 1 h reaction time. If present, C–C double bonds remained unaffected in course of the reaction, even when they are conjugated to the carbonyl group of the aldehyde. The catalyst’s lifetime and activity could be improved when the reactions were conducted in an ionic liquid-based micro emulsion. GRAPHICAL ABSTRACT: [Image: see text] Springer Vienna 2018-10-19 2019 /pmc/articles/PMC6320750/ /pubmed/30662094 http://dx.doi.org/10.1007/s00706-018-2279-7 Text en © The Author(s) 2018 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided 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.
spellingShingle Original Paper
Gorgas, Nikolaus
Ilic, Aleksandra
Kirchner, Karl
Chemoselective transfer hydrogenation of aldehydes in aqueous media catalyzed by a well-defined iron(II) hydride complex
title Chemoselective transfer hydrogenation of aldehydes in aqueous media catalyzed by a well-defined iron(II) hydride complex
title_full Chemoselective transfer hydrogenation of aldehydes in aqueous media catalyzed by a well-defined iron(II) hydride complex
title_fullStr Chemoselective transfer hydrogenation of aldehydes in aqueous media catalyzed by a well-defined iron(II) hydride complex
title_full_unstemmed Chemoselective transfer hydrogenation of aldehydes in aqueous media catalyzed by a well-defined iron(II) hydride complex
title_short Chemoselective transfer hydrogenation of aldehydes in aqueous media catalyzed by a well-defined iron(II) hydride complex
title_sort chemoselective transfer hydrogenation of aldehydes in aqueous media catalyzed by a well-defined iron(ii) hydride complex
topic Original Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6320750/
https://www.ncbi.nlm.nih.gov/pubmed/30662094
http://dx.doi.org/10.1007/s00706-018-2279-7
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AT kirchnerkarl chemoselectivetransferhydrogenationofaldehydesinaqueousmediacatalyzedbyawelldefinedironiihydridecomplex

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