Construction and crystal structures of pillar[5]arene-based bis-[1]rotaxanes via quadruple hydrogen bonding of ureidopyrimidinone

IF 2.1 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Supramolecular Chemistry Pub Date : 2021-11-02 DOI:10.1080/10610278.2022.2142122

Lu Yang, Cui-Yin Nie, Ying Han, Jun Ye, Wenlong Liu, Chaoguo Yan

引用次数: 0

Abstract

ABSTRACT A series of the functionalised pillar[5]arene ureidopyrimidinone derivatives were successfully synthesised by the condensation reaction of mono-amido-functionalised pillar[5]arenes with 2-(1-Imidazolylcarbonylamino)-6-methyl-4-pyrimidinone in dry chloroform. 1H NMR, 2D NOESY spectra and single crystal structure clearly indicated that novel [1]rotaxanes were formed by insertion of longer alkylene chain into the cavities of the pillar[5]arenes. On the other hand, the ureidopyrimidinone-functionalised pillar[5]arenes tend to form the dimer in chloroform and in solid state through the self-complementary quadruple hydrogen bonding of the ureidopyrimidinone. GRAPHICAL ABSTRACT

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基于脲嘧啶四重氢键的柱状[5]芳烃基双[1]轮烷的构造与晶体结构

摘要:采用单酰胺功能化柱[5]芳烃与2-(1-咪唑基羰基氨基)-6-甲基-4-嘧啶酮在干氯仿中缩合反应，成功合成了一系列功能化柱[5]芳烃脲嘧啶衍生物。1H NMR、2D noesi光谱和单晶结构表明，在柱状[5]芳烃的空腔中插入较长的烷基链形成了新的[1]轮烷。另一方面，脲基吡啶酮功能化柱[5]芳烃在氯仿和固体状态下通过脲基吡啶酮的自互补四重氢键形成二聚体。图形抽象

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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.