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Preparation and Asymmetric Induction Evaluation of the First Ephedrine-Based Ligands Immobilized on Magnetic Nanoparticles
[Image: see text] Herein, the synthesis and catalytic activity of two ephedrine-based catalysts and two ephedrine-based magnetic nanoparticle-supported catalysts are reported. All catalysts developed were tested in the addition of diethylzinc to aromatic aldehydes and in the Henry reaction. The homo...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8717543/ https://www.ncbi.nlm.nih.gov/pubmed/34984295 http://dx.doi.org/10.1021/acsomega.1c05514 |
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author | Primitivo, Ludovica Sappino, Carla De Angelis, Martina Righi, Francesco Iannoni, Marika Lucci, Giulia Luzzitelli, Gianmarco Suber, Lorenza Leonelli, Francesca Ricelli, Alessandra Righi, Giuliana |
author_facet | Primitivo, Ludovica Sappino, Carla De Angelis, Martina Righi, Francesco Iannoni, Marika Lucci, Giulia Luzzitelli, Gianmarco Suber, Lorenza Leonelli, Francesca Ricelli, Alessandra Righi, Giuliana |
author_sort | Primitivo, Ludovica |
collection | PubMed |
description | [Image: see text] Herein, the synthesis and catalytic activity of two ephedrine-based catalysts and two ephedrine-based magnetic nanoparticle-supported catalysts are reported. All catalysts developed were tested in the addition of diethylzinc to aromatic aldehydes and in the Henry reaction. The homogeneous catalysts showed moderate catalytic activity in the organozinc addition and good activity in the Henry reaction, whereas in the case of the nanocatalyst, it was not effective in the addition of diethylzinc to aldehydes and gave reasonable results in the Henry reaction. Moreover, the nanocatalyst remained unchanged over the course of up to three catalytic cycles. To the best of our knowledge, the proposed system is the first recyclable ephedrine-based magnetic nanocatalyst employed in an enantioselective reaction. |
format | Online Article Text |
id | pubmed-8717543 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-87175432022-01-03 Preparation and Asymmetric Induction Evaluation of the First Ephedrine-Based Ligands Immobilized on Magnetic Nanoparticles Primitivo, Ludovica Sappino, Carla De Angelis, Martina Righi, Francesco Iannoni, Marika Lucci, Giulia Luzzitelli, Gianmarco Suber, Lorenza Leonelli, Francesca Ricelli, Alessandra Righi, Giuliana ACS Omega [Image: see text] Herein, the synthesis and catalytic activity of two ephedrine-based catalysts and two ephedrine-based magnetic nanoparticle-supported catalysts are reported. All catalysts developed were tested in the addition of diethylzinc to aromatic aldehydes and in the Henry reaction. The homogeneous catalysts showed moderate catalytic activity in the organozinc addition and good activity in the Henry reaction, whereas in the case of the nanocatalyst, it was not effective in the addition of diethylzinc to aldehydes and gave reasonable results in the Henry reaction. Moreover, the nanocatalyst remained unchanged over the course of up to three catalytic cycles. To the best of our knowledge, the proposed system is the first recyclable ephedrine-based magnetic nanocatalyst employed in an enantioselective reaction. American Chemical Society 2021-12-15 /pmc/articles/PMC8717543/ /pubmed/34984295 http://dx.doi.org/10.1021/acsomega.1c05514 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Primitivo, Ludovica Sappino, Carla De Angelis, Martina Righi, Francesco Iannoni, Marika Lucci, Giulia Luzzitelli, Gianmarco Suber, Lorenza Leonelli, Francesca Ricelli, Alessandra Righi, Giuliana Preparation and Asymmetric Induction Evaluation of the First Ephedrine-Based Ligands Immobilized on Magnetic Nanoparticles |
title | Preparation and Asymmetric Induction Evaluation of
the First Ephedrine-Based Ligands Immobilized on Magnetic Nanoparticles |
title_full | Preparation and Asymmetric Induction Evaluation of
the First Ephedrine-Based Ligands Immobilized on Magnetic Nanoparticles |
title_fullStr | Preparation and Asymmetric Induction Evaluation of
the First Ephedrine-Based Ligands Immobilized on Magnetic Nanoparticles |
title_full_unstemmed | Preparation and Asymmetric Induction Evaluation of
the First Ephedrine-Based Ligands Immobilized on Magnetic Nanoparticles |
title_short | Preparation and Asymmetric Induction Evaluation of
the First Ephedrine-Based Ligands Immobilized on Magnetic Nanoparticles |
title_sort | preparation and asymmetric induction evaluation of
the first ephedrine-based ligands immobilized on magnetic nanoparticles |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8717543/ https://www.ncbi.nlm.nih.gov/pubmed/34984295 http://dx.doi.org/10.1021/acsomega.1c05514 |
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