Supramolecular interactions in the heteroarylimine-substituted calix[4]arenes: the formation of cyclic dodecanuclear palladium aggregates

IF 2.1 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Supramolecular Chemistry Pub Date : 2021-04-03 DOI:10.1080/10610278.2021.1944632

L. Tsymbal, R. Rodik, O. Danylyuk, K. Suwińska, J. Lipkowski, V. Kalchenko, Y. D. Lampeka

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Abstract

ABSTRACT Two new derivatives of calix[4]arene bearing on the upper rim 2-thiopenyl (Thicalix) or 2-pyridyl (Pycalix) Schiff-base substituents have been synthesised and characterised by IR, NMR, MS, and single crystal X-ray diffraction techniques. It was shown that the interaction of Thicalix with the copper(II) and palladium(II) ions is accompanied by hydrolysis of the azomethine bonds with subsequent oxidation of the aminophenolic fragment to diquinone Diquin, while the reaction of potassium tetrachloropalladate(II) with Pycalix results in the formation of metallocompex with 1:2 calix[4]arene/Pd(II) ratio. The single crystal X-ray diffraction analysis of Thicalix (1), the complex [(PdCl2)2(Pycalix)] (2) and Diquin (3) revealed that all compounds form molecular crystals as a result of numerous supramolecular interactions involving C − H···O, C − H···Cl, and C − H···π contacts. For 1 and 3 such interactions result in formation of dimers, while in 2 the dodecanuclear palladium aggregates composed of six calix[4]arene moieties are formed. Graphical Abstract1

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杂芳胺取代杯[4]芳烃中的超分子相互作用:环十二核钯聚集体的形成

合成了两个新的杯[4]芳烃衍生物，上缘为2-噻吩基(Thicalix)或2-吡啶基(Pycalix)希夫碱取代基，并通过IR、NMR、MS和单晶x射线衍射技术对其进行了表征。结果表明:与铜(II)和钯(II)离子相互作用时，苯胺键被水解，氨基酚片段被氧化为二醌二醌，而四氯丙酸钾(II)与Pycalix反应时，形成了杯[4]芳烃/钯(II)比为1:2的金属配合物。对Thicalix(1)、配合物[(PdCl2)2(pycalx)](2)和Diquin(3)的单晶x射线衍射分析表明，所有化合物都是由C−H··O、C−H··Cl和C−H··π接触等大量超分子相互作用形成分子晶体的。对于1和3，这种相互作用导致形成二聚体，而在2中，形成了由六个杯[4]芳烃组成的十二核钯聚集体。图形摘要

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来源期刊

Supramolecular Chemistry 化学-化学综合

CiteScore

3.60

自引率

3.00%

发文量

审稿时长

2.7 months

期刊介绍： Supramolecular Chemistry welcomes manuscripts from the fields and sub-disciplines related to supramolecular chemistry and non-covalent interactions. From host-guest chemistry, self-assembly and systems chemistry, through materials chemistry and biochemical systems, we interpret supramolecular chemistry in the broadest possible sense. Interdisciplinary manuscripts are particularly encouraged. Manuscript types include: high priority communications; full papers; reviews, and; Methods papers, techniques tutorials highlighting procedures and technologies that are important to the field. We aim to publish papers in a timely fashion and as soon as a paper has been accepted and typeset it will be published in electronic form on the Latest articles section of the website. The two most important review criteria are that the paper presents high-quality work that fits generally into the broad spectrum of activities in the supramolecular chemistry field. Under normal circumstances, Supramolecular Chemistry does not consider manuscripts that would be more suitable in a highly specialized journal. This includes, but is not limited to, those based mostly or exclusively on topics such as solid state/X-ray structures, computational chemistry, or electrochemistry. . The two most important review criteria are that the paper presents high-quality work that fits generally into the broad spectrum of activities in the supramolecular chemistry field.