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使用尿素功能化未封闭穴状配体的选择性羧酸盐识别:温和合成及络合研究

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

作者信息

Niedbała Patryk, Majdecki Maciej, Dąbrowa Kajetan, Jurczak Janusz

机构信息

Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.

出版信息

J Org Chem. 2020 Apr 3;85(7):5058-5064. doi: 10.1021/acs.joc.9b03082. Epub 2020 Mar 13.

DOI:10.1021/acs.joc.9b03082
PMID:32142280
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7497646/
Abstract

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- + HO 95:5 v/v).

摘要

在此,我们展示了来自未封闭穴状配体家族的12种新受体的合成及其阴离子结合特性的评估。它们的核心基于稳定的26元四酰胺大环支架构建,而在产率受限的大环化步骤(65 - 98%)之后引入了各种烷基和芳基脲取代基。即使在高度竞争性的溶剂混合物(DMSO - + HO 95:5 v/v)中,这些受体也能强烈结合阴离子,特别是羧酸盐。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/db32/7497646/2dec8a2f75e2/jo9b03082_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/db32/7497646/9e358a016b1f/jo9b03082_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/db32/7497646/d386eaceff31/jo9b03082_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/db32/7497646/66d95c5796b9/jo9b03082_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/db32/7497646/219e700b7823/jo9b03082_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/db32/7497646/2dec8a2f75e2/jo9b03082_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/db32/7497646/9e358a016b1f/jo9b03082_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/db32/7497646/d386eaceff31/jo9b03082_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/db32/7497646/66d95c5796b9/jo9b03082_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/db32/7497646/219e700b7823/jo9b03082_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/db32/7497646/2dec8a2f75e2/jo9b03082_0002.jpg

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