Tripodal 1,3,5-benzenetricarboxamide ligand with dipicolinic acid units and its binding with Eu(III) ions

IF 2.1 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Supramolecular Chemistry Pub Date : 2022-01-02 DOI:10.1080/10610278.2023.2177162

Niklas Klangwart, Céline Ruijs, C. Hawes, T. Gunnlaugsson, O. Kotova

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Abstract

ABSTRACT The synthesis and characterisation of tripodal ligand 1 containing 1,3,5-benzenetricarboxamide core and diethyl 4-(phenylethynyl)pyridine-2,6-dicarboxylate is described. The crystal structure of the intermediate tripodal molecule 7 exhibits an unusual staggered hydrogen-bonded chain motif instead of the anticipated helical assembly. We studied the basic photophysical properties of 1 in solvents of various polarity including CH3OH, CH3CN, DMSO, and CHCl3. The self-assembly experiments between 1 and Eu(CF3SO3)3⋅6H2O confirmed the formation of metal-ligand self-assembly species in the solution of CH3CN. It was also shown that the excitation of the Eu(III)-centred emission in such species occurred through the energy transfer from the ligand acting as an antenna to the metal centre. The binding constant values were evaluated using the nonlinear regression analysis software SPECFIT®, and their values correspond to those previously observed for the assemblies between 2,6-dipicolinic acid derivatives and lanthanide ions. This work describes the synthesis of tripodal 1,3,5-benzenetricarboxamide ligand with dipicolinic acid units and its binding with Eu(III) ions in solution. The photophysical properties of the target tripodal ligand were studied in solvents of various polarity. The self-assembly experiments between the ligand and Eu(III) ions in solution confirmed the formation of luminescent metal-ligand self-assembly species. Graphical abstract

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具有二吡啶酸单位的三足1,3,5-苯三羧基酰胺配体及其与Eu(III)离子的结合

摘要:本文报道了含有1,3,5-苯三羧基酰胺核和4-(苯乙基)吡啶-2,6-二羧酸二乙酯的三足配体1的合成和表征。中间三足分子7的晶体结构表现出不寻常的交错氢键链基序，而不是预期的螺旋组装。我们研究了1在不同极性溶剂中的基本光物理性质，包括CH3OH, CH3CN, DMSO和CHCl3。1与Eu(CF3SO3)3⋅6H2O之间的自组装实验证实了在CH3CN溶液中金属配体自组装物质的形成。研究还表明，在这些物质中，Eu(III)中心辐射的激发是通过能量从作为天线的配体转移到金属中心而发生的。使用非线性回归分析软件SPECFIT®评估结合常数值，其值与先前观察到的2,6-二吡啶酸衍生物与镧系离子之间的组装相对应。本文描述了以二吡啶酸为单位的三足1,3,5-苯三羧基酰胺配体的合成及其在溶液中与Eu(III)离子的结合。研究了目标三足配体在不同极性溶剂中的光物理性质。配体与溶液中Eu(III)离子的自组装实验证实了发光金属-配体自组装物质的形成。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.