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Impact of cyclodextrins on the behavior of amphiphilic ligands in aqueous organometallic catalysis

In this study, we showed that the addition of randomly modified β-cyclodextrin (RAME-β-CD) in aqueous medium could have a beneficial impact on the catalytic performances of phosphane-based aggregates in the Pd-catalyzed cleavage of allyl carbonates (Tsuji–Trost reaction). The RAME-β-CD/phosphane sup...

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Autores principales: Bricout, Hervé, Léonard, Estelle, Len, Christophe, Landy, David, Hapiot, Frédéric, Monflier, Eric
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458772/
https://www.ncbi.nlm.nih.gov/pubmed/23019482
http://dx.doi.org/10.3762/bjoc.8.167
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author Bricout, Hervé
Léonard, Estelle
Len, Christophe
Landy, David
Hapiot, Frédéric
Monflier, Eric
author_facet Bricout, Hervé
Léonard, Estelle
Len, Christophe
Landy, David
Hapiot, Frédéric
Monflier, Eric
author_sort Bricout, Hervé
collection PubMed
description In this study, we showed that the addition of randomly modified β-cyclodextrin (RAME-β-CD) in aqueous medium could have a beneficial impact on the catalytic performances of phosphane-based aggregates in the Pd-catalyzed cleavage of allyl carbonates (Tsuji–Trost reaction). The RAME-β-CD/phosphane supramolecular interactions helped explain the catalytic results. The presence of RAME-β-CD in the aqueous compartment improved the phosphane-based aggregate dynamics. The exchanges between the hydrophobic substrate-containing aggregate core and the catalyst-containing aqueous phase were then greatly favored, resulting in an increase in the catalytic performances.
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spelling pubmed-34587722012-09-27 Impact of cyclodextrins on the behavior of amphiphilic ligands in aqueous organometallic catalysis Bricout, Hervé Léonard, Estelle Len, Christophe Landy, David Hapiot, Frédéric Monflier, Eric Beilstein J Org Chem Full Research Paper In this study, we showed that the addition of randomly modified β-cyclodextrin (RAME-β-CD) in aqueous medium could have a beneficial impact on the catalytic performances of phosphane-based aggregates in the Pd-catalyzed cleavage of allyl carbonates (Tsuji–Trost reaction). The RAME-β-CD/phosphane supramolecular interactions helped explain the catalytic results. The presence of RAME-β-CD in the aqueous compartment improved the phosphane-based aggregate dynamics. The exchanges between the hydrophobic substrate-containing aggregate core and the catalyst-containing aqueous phase were then greatly favored, resulting in an increase in the catalytic performances. Beilstein-Institut 2012-09-06 /pmc/articles/PMC3458772/ /pubmed/23019482 http://dx.doi.org/10.3762/bjoc.8.167 Text en Copyright © 2012, Bricout et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Bricout, Hervé
Léonard, Estelle
Len, Christophe
Landy, David
Hapiot, Frédéric
Monflier, Eric
Impact of cyclodextrins on the behavior of amphiphilic ligands in aqueous organometallic catalysis
title Impact of cyclodextrins on the behavior of amphiphilic ligands in aqueous organometallic catalysis
title_full Impact of cyclodextrins on the behavior of amphiphilic ligands in aqueous organometallic catalysis
title_fullStr Impact of cyclodextrins on the behavior of amphiphilic ligands in aqueous organometallic catalysis
title_full_unstemmed Impact of cyclodextrins on the behavior of amphiphilic ligands in aqueous organometallic catalysis
title_short Impact of cyclodextrins on the behavior of amphiphilic ligands in aqueous organometallic catalysis
title_sort impact of cyclodextrins on the behavior of amphiphilic ligands in aqueous organometallic catalysis
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458772/
https://www.ncbi.nlm.nih.gov/pubmed/23019482
http://dx.doi.org/10.3762/bjoc.8.167
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