Dynamic Hydroxyl–Yne Reaction with Phenols

[Image: see text] Dynamic Covalent Chemistry (DCvC) has gained increasing importance in supramolecular chemistry and materials science. Herein we prove the dynamic nature of the exchange between phenols and vinyl ethers. Exchange is fast at room temperature and under mild conditions. The equilibrium...

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Autores principales: Santos, Tanausú, Pérez-Pérez, Yaiza, Rivero, David S., Diana-Rivero, Raquel, García-Tellado, Fernando, Tejedor, David, Carrillo, Romen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10443044/
https://www.ncbi.nlm.nih.gov/pubmed/36350079
http://dx.doi.org/10.1021/acs.orglett.2c03518
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author Santos, Tanausú
Pérez-Pérez, Yaiza
Rivero, David S.
Diana-Rivero, Raquel
García-Tellado, Fernando
Tejedor, David
Carrillo, Romen
author_facet Santos, Tanausú
Pérez-Pérez, Yaiza
Rivero, David S.
Diana-Rivero, Raquel
García-Tellado, Fernando
Tejedor, David
Carrillo, Romen
author_sort Santos, Tanausú
collection PubMed
description [Image: see text] Dynamic Covalent Chemistry (DCvC) has gained increasing importance in supramolecular chemistry and materials science. Herein we prove the dynamic nature of the exchange between phenols and vinyl ethers. Exchange is fast at room temperature and under mild conditions. The equilibrium constants and the electronic effect of the phenol substituents were calculated. This novel incorporation to the DCvC toolbox could be quite useful, and as a proof it was used for the synthesis of a responsive molecular cage.
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spelling pubmed-104430442023-08-23 Dynamic Hydroxyl–Yne Reaction with Phenols Santos, Tanausú Pérez-Pérez, Yaiza Rivero, David S. Diana-Rivero, Raquel García-Tellado, Fernando Tejedor, David Carrillo, Romen Org Lett [Image: see text] Dynamic Covalent Chemistry (DCvC) has gained increasing importance in supramolecular chemistry and materials science. Herein we prove the dynamic nature of the exchange between phenols and vinyl ethers. Exchange is fast at room temperature and under mild conditions. The equilibrium constants and the electronic effect of the phenol substituents were calculated. This novel incorporation to the DCvC toolbox could be quite useful, and as a proof it was used for the synthesis of a responsive molecular cage. American Chemical Society 2022-11-09 /pmc/articles/PMC10443044/ /pubmed/36350079 http://dx.doi.org/10.1021/acs.orglett.2c03518 Text en © 2022 American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Santos, Tanausú
Pérez-Pérez, Yaiza
Rivero, David S.
Diana-Rivero, Raquel
García-Tellado, Fernando
Tejedor, David
Carrillo, Romen
Dynamic Hydroxyl–Yne Reaction with Phenols
title Dynamic Hydroxyl–Yne Reaction with Phenols
title_full Dynamic Hydroxyl–Yne Reaction with Phenols
title_fullStr Dynamic Hydroxyl–Yne Reaction with Phenols
title_full_unstemmed Dynamic Hydroxyl–Yne Reaction with Phenols
title_short Dynamic Hydroxyl–Yne Reaction with Phenols
title_sort dynamic hydroxyl–yne reaction with phenols
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10443044/
https://www.ncbi.nlm.nih.gov/pubmed/36350079
http://dx.doi.org/10.1021/acs.orglett.2c03518
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