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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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Detalles Bibliográficos
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
Descripción
Sumario:[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).