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p-tert-Butylthiacalix[4]arenes containing guanidinium groups: synthesis and self-assembly into nanoscale aggregates
Supramolecular Chemistry ( IF 2.1 ) Pub Date : 2019-06-16 , DOI: 10.1080/10610278.2019.1628231
Elena A. Andreyko 1 , Joshua B. Puplampu 1 , Patricia A. Ignacio-De Leon 2 , Ilya Zharov 1, 2 , Ivan I. Stoikov 1
Affiliation  

ABSTRACT New p-tert-butylthiacalix[4]arenes with several different substituents at the lower rim have been synthesised. A method for the selective introduction of one or two guanidinium fragments into the structure of p-tert-butylthiacalix[4]arenes has been developed. The 1,3-alternate thiacalix[4]arenes containing guanidinium groups interact with silver nitrate and oxalic acid in methanol with a logKassoc of about 3.5 and 1:1 stoichiometry, while the macrocycle in the cone conformation interacts with oxalic acid with logKassoc of 7.4 and 2:1 stoichiometry. The new p-tert-butylthiacalix[4]arenes form nanoscale aggregates with hydrodynamic radii of about 70 nm by self-association and by mediation with silver cations and oxalic acid. Graphical Abstract

中文翻译:

含有胍基的对叔丁基硫杯[4]芳烃:合成和自组装成纳米级聚集体

摘要 已经合成了在下缘具有几个不同取代基的新型对叔丁基硫代杯[4]芳烃。已经开发了一种将一个或两个胍片段选择性引入对叔丁基硫代杯[4]芳烃结构的方法。含有胍基的 1,3-交替硫代杯 [4] 芳烃与硝酸银和草酸在甲醇中相互作用,logKassoc 约为 3.5 和 1:1 化学计量,而锥形构象中的大环与草酸相互作用,logKassoc 为 7.4和 2:1 化学计量比。新的对叔丁基硫代杯[4]芳烃通过自缔合以及通过银阳离子和草酸的介导形成流体动力学半径约为 70 nm 的纳米级聚集体。图形概要
更新日期:2019-06-16
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