Electrochemical assessment of a tripodal thiourea-based anion receptor at the liquid|liquid interface

Electrochemical assessment of a tripodal thiourea-based anion receptor at the liquid|liquid interface
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DOI:
10.1039/d3cp01431b
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发表时间:
2023-06-12
影响因子:
3.3
通讯作者:
Dryfe,Robert A. W.
Dryfe,Robert A. W.
中科院分区:
化学2区
文献类型:
--
作者:
Al Nasser,Hussain A.;Martinez-Crespo,Luis;Dryfe,Robert A. W.

文献摘要

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硫脲基阴离子受体由于其跨磷脂双层转运阴离子的能力而得到广泛研究。在水溶液中评估了三脚架硫脲基受体对阴离子的结合亲和力。|有机界面电化学测量。大多数阴离子的络合作用确定为1:1的化学计量,在过量Cl−和Br−阴离子的存在下发现更高的化学计量。 高的稳定常数估计为形成的配合物在水相|1,2-二氯苯(DCB)界面。当与较高极性的有机溶剂硝基苯(NB)相比时,在DCB中观察到的高稳定常数被认为是由于较低极性溶剂的竞争环境较低。质子化的受体在桥头叔胺也推断从电位依赖性伏安测量,不相关的阴离子:受体络合。使用低极性溶剂的电化学方法的固有优势有望为新开发的中性受体的结合和转运提供新的见解。
Thiourea-based receptors for anions have been widely studied due to their ability to transport anions across phospholipid bilayers. The binding affinity of a tripodal thiourea-based receptor for anions was assessed at the aqueous|organic interface using electrochemical measurements. A 1 : 1 stoichiometry was determined for the complexation of most anions, with a higher stoichiometry found in the presence of excess Cl− and Br− anions. High stability constants were estimated for the formation of the complexes at the aqueous|1,2-dichlorobenzene (DCB) interface. When compared with an organic solvent of higher polarity, nitrobenzene (NB), the high stability constants observed in DCB are believed to be due to the less competitive environment of the less polar solvent. Protonation of the receptor at the bridgehead tertiary amine was also inferred from the potential-dependent voltammetric measurements that are not related to anion:receptor complexation. The inherent advantages of the electrochemical method with the use of low polarity solvents are expected to provide new insights into the binding and transport of newly-developed neutral receptors.