期刊
TETRAHEDRON LETTERS
卷 51, 期 32, 页码 4233-4236出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.06.036
关键词
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资金
- Division of Chemical Sciences, Geosciences, and Biosciences, Office of Basic Energy Sciences, US Department of Energy
- National Center for Research Resources [G12RR013459]
- National Science Foundation [CHE-0821357, CHE-0130835]
- LEQSF [(19992000)-ENH-TR-13]
- University of Oklahoma
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 center dot center dot center dot O and CH center dot center dot center dot O interactions. As investigated by (1)H NMR titrations, the ligand 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 considerable stability. (C) 2010 Elsevier Ltd. All rights reserved.
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