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离子化杯[4]芳烃的合成及其对选定二价阳离子的螯合作用。

Synthesis of Ionizable Calix[4]arenes for Chelation of Selected Divalent Cations.

机构信息

Helmholtz-Zentrum Dresden-Rossendorf, Institut für Radiopharmazeutische Krebsforschung, Bautzner Landstraße 400, D-01328 Dresden, Germany.

Fakultät Chemie und Lebensmittelchemie, Technische Universität Dresden, D-01062 Dresden, Germany.

出版信息

Molecules. 2022 Feb 22;27(5):1478. doi: 10.3390/molecules27051478.

DOI:10.3390/molecules27051478
PMID:35268577
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8911665/
Abstract

Two sets of functionalised calix[4]arenes, either with a 1,3-crown ether bridge or with an open-chain oligo ether moiety in 1,3-position were prepared and further equipped with additional deprotonisable sulfonamide groups to establish chelating systems for selected cations Sr, Ba, and Pb ions. To improve the complexation behaviour towards these cations, calix[4]arenes with oligo ether groups and modified crowns of different sizes were synthesized. Association constants were determined by UV/Vis titration in acetonitrile using the respective perchlorate salts and logK values between 3.2 and 8.0 were obtained. These findings were supported by the calculation of the binding energies exemplarily for selected complexes with Ba.

摘要

两组功能化的杯[4]芳烃,要么带有 1,3-冠醚桥,要么在 1,3-位带有开链聚醚部分,都进行了进一步的修饰,增加了可去质子化的磺酰胺基团,以建立对选定的 Sr、Ba 和 Pb 离子的螯合体系。为了提高对这些阳离子的络合行为,合成了具有聚醚基团和不同大小修饰冠醚的杯[4]芳烃。在乙腈中使用相应的高氯酸盐通过 UV/Vis 滴定法测定了缔合常数,得到了 logK 值在 3.2 到 8.0 之间。这些结果得到了计算结合能的支持,对于与 Ba 形成的选定配合物进行了举例说明。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/8f4a5891d9d2/molecules-27-01478-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/adbb0785df6e/molecules-27-01478-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/0a4faaabdc1f/molecules-27-01478-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/7a580a79a096/molecules-27-01478-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/b11bde23e878/molecules-27-01478-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/526dc9b24b51/molecules-27-01478-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/5cbb6da59303/molecules-27-01478-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/8f4a5891d9d2/molecules-27-01478-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/adbb0785df6e/molecules-27-01478-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/0a4faaabdc1f/molecules-27-01478-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/7a580a79a096/molecules-27-01478-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/b11bde23e878/molecules-27-01478-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/526dc9b24b51/molecules-27-01478-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/5cbb6da59303/molecules-27-01478-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a36a/8911665/8f4a5891d9d2/molecules-27-01478-g004.jpg

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