Durmisevic Armin, Regeni Irene, Namoro Mark Ely, Baksi Ananya, Clever Guido H
Department of Chemistry and Chemical Biology, TU Dortmund University, Otto-Hahn-Str. 6, 44227, Dortmund, Germany.
Leiden Institute of Chemistry, Leiden University, 2333CC, Leiden, The Netherlands.
Chemistry. 2025 Jan 27;31(6):e202403679. doi: 10.1002/chem.202403679. Epub 2024 Nov 19.
Organic chromophores have been successfully implemented into supramolecular systems to bestow them with distinct photophysical properties for various applications, ranging from solar energy conversion, photochemical reactions or as receptors for guest molecules with optical readout. We had previously introduced first members of the large family of coal-tar dyes (methylene blue, crystal violet and rhodamine) as integral components of coordination cages. Here, we add two new chromophores, malachite green (MGP) and a purple phenazinium dye (PHP), serving as backbones of bis-monodentate banana-shaped ligands with pyridine donors. We show the formation of corresponding green and purple coloured PdL coordination cages and investigate their interaction with chiral guest molecules via UV-Vis and CD spectroscopy. The PHP cage can be used to recognize nucleoside triphosphates, based on chirality transfer from the guests to the structurally flexible helicate. In combination with the already known methylene blue cage MBP we could further differentiate between all four canonical NTPs through characteristic changes in the observed CD signatures.
有机发色团已成功应用于超分子体系中,赋予其独特的光物理性质,可用于各种应用,包括太阳能转换、光化学反应或作为具有光学读出功能的客体分子受体。我们之前已引入煤焦油染料大家族的首批成员(亚甲蓝、结晶紫和罗丹明)作为配位笼的组成部分。在此,我们添加了两种新的发色团,孔雀石绿(MGP)和一种紫色吩嗪染料(PHP),它们作为具有吡啶供体的双单齿香蕉形配体的主链。我们展示了相应的绿色和紫色PdL配位笼的形成,并通过紫外 - 可见光谱和圆二色光谱研究它们与手性客体分子的相互作用。基于从客体到手性结构灵活的螺旋体的手性转移,PHP笼可用于识别三磷酸核苷。结合已知的亚甲蓝笼MBP,我们可以通过观察到的圆二色特征的特征变化进一步区分所有四种标准NTP。