基于噻吩的大环化合物中用于包封硫酸根的协同N-H⋯O和C-H⋯O相互作用。
Cooperative NH⋯O and CH⋯O interactions for sulfate encapsulation in a thiophene-based macrocycle.
作者信息
Saeed Musabbir A, Powell Douglas R, Fronczek Frank R, Hossain Md Alamgir
机构信息
Department of Chemistry and Biochemistry, Jackson State University, 1400 J. R. Lynch Street, P.O. Box 17910, Jackson, MS 39212, USA.
出版信息
Tetrahedron Lett. 2010 Aug 11;51(32):4233-4236. doi: 10.1016/j.tetlet.2010.06.036.
Abstract
A thiophene-based macrocycle containing four secondary and two tertiary amines has been synthesized and its binding affinity has been investigated toward sulfate anion in solution and solid states. Structural analysis of the sulfate salt suggests that the ligand in its hexaprotonated form, is capable of encapsulating one sulfate within the cavity through cooperative NH⋯O and CH⋯O interactions. As investigated by (1)HNMR titrations, the lignad forms a 1:1 complex with sulfate in water at pH 2.1, showing a binding constant (K) of 3200 M(-1). The formation of the complex has been further confirmed by ESI-MS, indicating that the complex can exist in solution with a considerable stability.
摘要
一种含有四个仲胺和两个叔胺的噻吩基大环化合物已被合成，并研究了其在溶液和固态下对硫酸根阴离子的结合亲和力。硫酸盐的结构分析表明，六质子化形式的配体能够通过协同的NH⋯O和CH⋯O相互作用在腔内包封一个硫酸根。通过(1)HNMR滴定研究发现，该配体在pH 2.1的水中与硫酸根形成1:1的配合物，结合常数(K)为3200 M(-1)。ESI-MS进一步证实了配合物的形成，表明该配合物在溶液中具有相当的稳定性。
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