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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2012
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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. |
format | Online Article Text |
id | pubmed-3458772 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
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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