Visible-Light Responsive Sucrose-Containing Macrocyclic Host for Cations

[Image: see text] Chiral photoresponsive host 1 was prepared by a high-yield Cs(2)CO(3)-templated macrocyclization. Trans-1 transforms into long-lived cis-1 (25 days) upon irradiation with green light, and the backward transformation is triggered by blue light. Both isomers prefer potassium among al...

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Autores principales: Sokołowska, Patrycja, Dąbrowa, Kajetan, Jarosz, Sławomir
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8041374/
https://www.ncbi.nlm.nih.gov/pubmed/33729804
http://dx.doi.org/10.1021/acs.orglett.1c00590
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author Sokołowska, Patrycja
Dąbrowa, Kajetan
Jarosz, Sławomir
author_facet Sokołowska, Patrycja
Dąbrowa, Kajetan
Jarosz, Sławomir
author_sort Sokołowska, Patrycja
collection PubMed
description [Image: see text] Chiral photoresponsive host 1 was prepared by a high-yield Cs(2)CO(3)-templated macrocyclization. Trans-1 transforms into long-lived cis-1 (25 days) upon irradiation with green light, and the backward transformation is triggered by blue light. Both isomers prefer potassium among alkali metal cations, and cis-1 binds cations stronger than trans-1 (K(cis)/K(trans) ≤ 4.1). (1)H NMR titration experiments as well as density functional theory studies reveal that sucrose ring oxygen residues and azobenzene nitrogen atoms in 1 contribute to cation coordination.
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spelling pubmed-80413742021-04-13 Visible-Light Responsive Sucrose-Containing Macrocyclic Host for Cations Sokołowska, Patrycja Dąbrowa, Kajetan Jarosz, Sławomir Org Lett [Image: see text] Chiral photoresponsive host 1 was prepared by a high-yield Cs(2)CO(3)-templated macrocyclization. Trans-1 transforms into long-lived cis-1 (25 days) upon irradiation with green light, and the backward transformation is triggered by blue light. Both isomers prefer potassium among alkali metal cations, and cis-1 binds cations stronger than trans-1 (K(cis)/K(trans) ≤ 4.1). (1)H NMR titration experiments as well as density functional theory studies reveal that sucrose ring oxygen residues and azobenzene nitrogen atoms in 1 contribute to cation coordination. American Chemical Society 2021-03-17 2021-04-02 /pmc/articles/PMC8041374/ /pubmed/33729804 http://dx.doi.org/10.1021/acs.orglett.1c00590 Text en © 2021 The Authors. Published by American Chemical Society 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 Sokołowska, Patrycja
Dąbrowa, Kajetan
Jarosz, Sławomir
Visible-Light Responsive Sucrose-Containing Macrocyclic Host for Cations
title Visible-Light Responsive Sucrose-Containing Macrocyclic Host for Cations
title_full Visible-Light Responsive Sucrose-Containing Macrocyclic Host for Cations
title_fullStr Visible-Light Responsive Sucrose-Containing Macrocyclic Host for Cations
title_full_unstemmed Visible-Light Responsive Sucrose-Containing Macrocyclic Host for Cations
title_short Visible-Light Responsive Sucrose-Containing Macrocyclic Host for Cations
title_sort visible-light responsive sucrose-containing macrocyclic host for cations
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8041374/
https://www.ncbi.nlm.nih.gov/pubmed/33729804
http://dx.doi.org/10.1021/acs.orglett.1c00590
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