A Self-Assembling NHC-Pd-Loaded Calixarene as a Potent Catalyst for the Suzuki-Miyaura Cross-Coupling Reaction in Water

Nanoformulated calix[8]arenes functionalized with N-heterocyclic carbene (NHC)-palladium complexes were found to be efficient nano-reactors for Suzuki-Miyaura cross-coupling reactions of water soluble iodo- and bromoaryl compounds with cyclic triol arylborates at low temperature in water without any...

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Autores principales: Peramo, Arnaud, Abdellah, Ibrahim, Pecnard, Shannon, Mougin, Julie, Martini, Cyril, Couvreur, Patrick, Huc, Vincent, Desmaële, Didier
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
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Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7146153/
https://www.ncbi.nlm.nih.gov/pubmed/32213875
http://dx.doi.org/10.3390/molecules25061459
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author Peramo, Arnaud
Abdellah, Ibrahim
Pecnard, Shannon
Mougin, Julie
Martini, Cyril
Couvreur, Patrick
Huc, Vincent
Desmaële, Didier
author_facet Peramo, Arnaud
Abdellah, Ibrahim
Pecnard, Shannon
Mougin, Julie
Martini, Cyril
Couvreur, Patrick
Huc, Vincent
Desmaële, Didier
author_sort Peramo, Arnaud
collection PubMed
description Nanoformulated calix[8]arenes functionalized with N-heterocyclic carbene (NHC)-palladium complexes were found to be efficient nano-reactors for Suzuki-Miyaura cross-coupling reactions of water soluble iodo- and bromoaryl compounds with cyclic triol arylborates at low temperature in water without any organic co-solvent. Combined with an improved one-step synthesis of triol arylborates from boronic acid, this remarkably efficient new tool provided a variety of 4′-arylated phenylalanines and tyrosines in good yields at low catalyst loading with a wide functional group tolerance.
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spelling pubmed-71461532020-04-15 A Self-Assembling NHC-Pd-Loaded Calixarene as a Potent Catalyst for the Suzuki-Miyaura Cross-Coupling Reaction in Water Peramo, Arnaud Abdellah, Ibrahim Pecnard, Shannon Mougin, Julie Martini, Cyril Couvreur, Patrick Huc, Vincent Desmaële, Didier Molecules Article Nanoformulated calix[8]arenes functionalized with N-heterocyclic carbene (NHC)-palladium complexes were found to be efficient nano-reactors for Suzuki-Miyaura cross-coupling reactions of water soluble iodo- and bromoaryl compounds with cyclic triol arylborates at low temperature in water without any organic co-solvent. Combined with an improved one-step synthesis of triol arylborates from boronic acid, this remarkably efficient new tool provided a variety of 4′-arylated phenylalanines and tyrosines in good yields at low catalyst loading with a wide functional group tolerance. MDPI 2020-03-24 /pmc/articles/PMC7146153/ /pubmed/32213875 http://dx.doi.org/10.3390/molecules25061459 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Peramo, Arnaud
Abdellah, Ibrahim
Pecnard, Shannon
Mougin, Julie
Martini, Cyril
Couvreur, Patrick
Huc, Vincent
Desmaële, Didier
A Self-Assembling NHC-Pd-Loaded Calixarene as a Potent Catalyst for the Suzuki-Miyaura Cross-Coupling Reaction in Water
title A Self-Assembling NHC-Pd-Loaded Calixarene as a Potent Catalyst for the Suzuki-Miyaura Cross-Coupling Reaction in Water
title_full A Self-Assembling NHC-Pd-Loaded Calixarene as a Potent Catalyst for the Suzuki-Miyaura Cross-Coupling Reaction in Water
title_fullStr A Self-Assembling NHC-Pd-Loaded Calixarene as a Potent Catalyst for the Suzuki-Miyaura Cross-Coupling Reaction in Water
title_full_unstemmed A Self-Assembling NHC-Pd-Loaded Calixarene as a Potent Catalyst for the Suzuki-Miyaura Cross-Coupling Reaction in Water
title_short A Self-Assembling NHC-Pd-Loaded Calixarene as a Potent Catalyst for the Suzuki-Miyaura Cross-Coupling Reaction in Water
title_sort self-assembling nhc-pd-loaded calixarene as a potent catalyst for the suzuki-miyaura cross-coupling reaction in water
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7146153/
https://www.ncbi.nlm.nih.gov/pubmed/32213875
http://dx.doi.org/10.3390/molecules25061459
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