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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...

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Autores principales: Primitivo, Ludovica, Sappino, Carla, De Angelis, Martina, Righi, Francesco, Iannoni, Marika, Lucci, Giulia, Luzzitelli, Gianmarco, Suber, Lorenza, Leonelli, Francesca, Ricelli, Alessandra, Righi, Giuliana
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
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.
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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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