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溶剂控制的自组装寡吡咯受体。

Solvent-Controlled Self-Assembled Oligopyrrolic Receptor.

机构信息

Center for Supramolecular Chemistry and Catalysis, Department of Chemistry, Shanghai University, No. 333 Nanchen Road, Baoshan District, Shanghai 200444, China.

Department of Physics, Chemistry and Pharmacy, University of Southern Denmark, Campusvej 55, 5230 Odense, Denmark.

出版信息

Molecules. 2021 Mar 22;26(6):1771. doi: 10.3390/molecules26061771.

Abstract

We report a fully organic pyridine-tetrapyrrolic U-shaped acyclic receptor , which prefers a supramolecular pseudo-macrocyclic dimeric structure () in a less polar, non-coordinating solvent (e.g., CHCl). Conversely, when it is crystalized from a polar, coordinating solvent (e.g., ,-dimethylformamide, DMF), it exhibited an infinite supramolecular one-dimensional (1D) "zig-zag" polymeric chain, as inferred from the single-crystal X-ray structures. This supramolecular system acts as a potential receptor for strong acids, e.g., -toluenesulfonic acid (PTSA), methane sulfonic acid (MSA), HSO, HNO, and HCl, with a prominent colorimetric response from pale yellow to deep red. The receptor can easily be recovered from the organic solution of the host-guest complex by simple aqueous washing. It was observed that relatively stronger acids with p < -1.92 in water were able to interact with the receptor, as inferred from H NMR titration in tetrahydrofuran- (THF-) and ultraviolet-visible (UV-vis) spectroscopic titrations in anhydrous THF at 298 K. Therefore, this new dynamic supramolecular receptor system may have potentiality in materials science research.

摘要

我们报告了一种完全有机的吡啶-四吡咯 U 型无环受体,它在非极性、非配位溶剂(如 CHCl)中优先形成超分子拟大环二聚体结构()。相反,当它从极性、配位溶剂(如二甲基甲酰胺,DMF)中结晶时,根据单晶 X 射线结构推断,它呈现出无限的超分子一维(1D)“之”字形聚合物链。这个超分子体系可以作为潜在的受体,用于识别强酸,例如对甲苯磺酸(PTSA)、甲烷磺酸(MSA)、HSO、HNO 和 HCl,并呈现出从浅黄色到深红色的明显比色响应。通过简单的水洗,该受体可以从客体-主体配合物的有机溶剂中轻易回收。通过在无水 THF 中的 298 K 下进行的 H NMR 滴定和紫外可见(UV-vis)光谱滴定,我们观察到在水中具有 p < -1.92 的相对较强的酸能够与受体相互作用,这表明这种新的动态超分子受体体系在材料科学研究中可能具有潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fe65/8004224/4be1c5233414/molecules-26-01771-g001.jpg

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