Selective Carboxylate Recognition Using Urea-Functionalized Unclosed Cryptands: Mild Synthesis and Complexation Studies

[Image: see text] Herein we present the synthesis and evaluation of anion-binding properties of 12 new receptors from the unclosed cryptand family. Their core is built on the stable 26-membered tetraamidic macrocyclic scaffold, whereas various alkyl and aryl urea substituents were introduced after a...

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Autores principales: Niedbała, Patryk, Majdecki, Maciej, Dąbrowa, Kajetan, Jurczak, Janusz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7497646/
https://www.ncbi.nlm.nih.gov/pubmed/32142280
http://dx.doi.org/10.1021/acs.joc.9b03082
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author Niedbała, Patryk
Majdecki, Maciej
Dąbrowa, Kajetan
Jurczak, Janusz
author_facet Niedbała, Patryk
Majdecki, Maciej
Dąbrowa, Kajetan
Jurczak, Janusz
author_sort Niedbała, Patryk
collection PubMed
description [Image: see text] Herein we present the synthesis and evaluation of anion-binding properties of 12 new receptors from the unclosed cryptand family. Their core is built on the stable 26-membered tetraamidic macrocyclic scaffold, whereas various alkyl and aryl urea substituents were introduced after a yield-limiting macrocyclization step (65–98%). The receptors strongly bind anions, in particular carboxylates, even in a highly competitive solvent mixture (DMSO-d(6) + H(2)O 95:5 v/v).
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spelling pubmed-74976462020-09-18 Selective Carboxylate Recognition Using Urea-Functionalized Unclosed Cryptands: Mild Synthesis and Complexation Studies Niedbała, Patryk Majdecki, Maciej Dąbrowa, Kajetan Jurczak, Janusz J Org Chem [Image: see text] Herein we present the synthesis and evaluation of anion-binding properties of 12 new receptors from the unclosed cryptand family. Their core is built on the stable 26-membered tetraamidic macrocyclic scaffold, whereas various alkyl and aryl urea substituents were introduced after a yield-limiting macrocyclization step (65–98%). The receptors strongly bind anions, in particular carboxylates, even in a highly competitive solvent mixture (DMSO-d(6) + H(2)O 95:5 v/v). American Chemical Society 2020-03-06 2020-04-03 /pmc/articles/PMC7497646/ /pubmed/32142280 http://dx.doi.org/10.1021/acs.joc.9b03082 Text en Copyright © 2020 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Niedbała, Patryk
Majdecki, Maciej
Dąbrowa, Kajetan
Jurczak, Janusz
Selective Carboxylate Recognition Using Urea-Functionalized Unclosed Cryptands: Mild Synthesis and Complexation Studies
title Selective Carboxylate Recognition Using Urea-Functionalized Unclosed Cryptands: Mild Synthesis and Complexation Studies
title_full Selective Carboxylate Recognition Using Urea-Functionalized Unclosed Cryptands: Mild Synthesis and Complexation Studies
title_fullStr Selective Carboxylate Recognition Using Urea-Functionalized Unclosed Cryptands: Mild Synthesis and Complexation Studies
title_full_unstemmed Selective Carboxylate Recognition Using Urea-Functionalized Unclosed Cryptands: Mild Synthesis and Complexation Studies
title_short Selective Carboxylate Recognition Using Urea-Functionalized Unclosed Cryptands: Mild Synthesis and Complexation Studies
title_sort selective carboxylate recognition using urea-functionalized unclosed cryptands: mild synthesis and complexation studies
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7497646/
https://www.ncbi.nlm.nih.gov/pubmed/32142280
http://dx.doi.org/10.1021/acs.joc.9b03082
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