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Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel–Crafts reactions with a chiral bifunctional heterogeneous catalyst

A new class of chiral bifunctional heterogeneous materials composed of Au/Pd nanoparticles and chiral phosphoric acids as active orthogonal catalysts was prepared by utilizing a facile pseudo-suspension co-polymerization method. It was found that this heterogeneous catalyst was capable of facilitati...

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Autores principales: Cheng, Hong-Gang, Miguélez, Javier, Miyamura, Hiroyuki, Yoo, Woo-Jin, Kobayashi, Shū
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5362052/
https://www.ncbi.nlm.nih.gov/pubmed/28451276
http://dx.doi.org/10.1039/c6sc03849b
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author Cheng, Hong-Gang
Miguélez, Javier
Miyamura, Hiroyuki
Yoo, Woo-Jin
Kobayashi, Shū
author_facet Cheng, Hong-Gang
Miguélez, Javier
Miyamura, Hiroyuki
Yoo, Woo-Jin
Kobayashi, Shū
author_sort Cheng, Hong-Gang
collection PubMed
description A new class of chiral bifunctional heterogeneous materials composed of Au/Pd nanoparticles and chiral phosphoric acids as active orthogonal catalysts was prepared by utilizing a facile pseudo-suspension co-polymerization method. It was found that this heterogeneous catalyst was capable of facilitating the sequential aerobic oxidation-asymmetric intramolecular aza-Friedel–Crafts reaction between benzyl alcohols and N-aminoethylpyrroles. Moreover, the designed chiral heterogeneous catalyst could be recovered and reused several times without significant loss of activity or enantioselectivity.
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spelling pubmed-53620522017-04-27 Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel–Crafts reactions with a chiral bifunctional heterogeneous catalyst Cheng, Hong-Gang Miguélez, Javier Miyamura, Hiroyuki Yoo, Woo-Jin Kobayashi, Shū Chem Sci Chemistry A new class of chiral bifunctional heterogeneous materials composed of Au/Pd nanoparticles and chiral phosphoric acids as active orthogonal catalysts was prepared by utilizing a facile pseudo-suspension co-polymerization method. It was found that this heterogeneous catalyst was capable of facilitating the sequential aerobic oxidation-asymmetric intramolecular aza-Friedel–Crafts reaction between benzyl alcohols and N-aminoethylpyrroles. Moreover, the designed chiral heterogeneous catalyst could be recovered and reused several times without significant loss of activity or enantioselectivity. Royal Society of Chemistry 2017-02-01 2016-10-05 /pmc/articles/PMC5362052/ /pubmed/28451276 http://dx.doi.org/10.1039/c6sc03849b Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by/3.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution 3.0 Unported License (http://creativecommons.org/licenses/by/3.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Chemistry
Cheng, Hong-Gang
Miguélez, Javier
Miyamura, Hiroyuki
Yoo, Woo-Jin
Kobayashi, Shū
Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel–Crafts reactions with a chiral bifunctional heterogeneous catalyst
title Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel–Crafts reactions with a chiral bifunctional heterogeneous catalyst
title_full Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel–Crafts reactions with a chiral bifunctional heterogeneous catalyst
title_fullStr Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel–Crafts reactions with a chiral bifunctional heterogeneous catalyst
title_full_unstemmed Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel–Crafts reactions with a chiral bifunctional heterogeneous catalyst
title_short Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel–Crafts reactions with a chiral bifunctional heterogeneous catalyst
title_sort integration of aerobic oxidation and intramolecular asymmetric aza-friedel–crafts reactions with a chiral bifunctional heterogeneous catalyst
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5362052/
https://www.ncbi.nlm.nih.gov/pubmed/28451276
http://dx.doi.org/10.1039/c6sc03849b
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