Head-to-tail aggregates of sulfonatomethylated calix[4]resorcinarene in aqueous solutions

被引:34
|
作者
Syakaev, Victor V. [1 ]
Mustafina, Asiya R. [1 ]
Elistratova, Julia G. [1 ]
Latypov, Shamil K. [1 ]
Konovalov, Alexander I. [1 ]
机构
[1] Kazan Sci Ctr Russian Acad Sci, AE Arbuzov Organ & Phys Chem Inst, Kazan 420088, Russia
基金
俄罗斯基础研究基金会;
关键词
supramolecular chemistry; self-aggregate; hydrophobic interaction; NMR spectroscopy;
D O I
10.1080/10610270701310930
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two amphiphilic water-soluble sulfonatomethylated calix[4]resorcinarene derivatives were studied by various H-1 NMR techniques (H-1 NMR titration, 2D NOESY, NMR diffusion measurements). The derivative with methyl moieties at the lower rim (1) was found to be non-aggregated in the range 0-10 mM in aqueous solutions. Lengthening of the lower rim substituent to pentyl (2) results in self-aggregation of 2 in aqueous solutions with the aggregation number varying from 3 at 1 mM to 20 at 10 mM. The 2D NOESY H-1 NMR spectroscopy data reveal an unusual head-to-tail packing mode in aqueous solutions, resulting from the cooperative effect of weak hydrophobic interactions. Binding of guests (tetramethylammonium and N-methylpyridinium) results in additional stabilization of the aggregates whilst the head-to-tail packing mode of the aggregate is retained.
引用
收藏
页码:453 / 460
页数:8
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