A dynamic NMR study of self-inclusion of a pendant group in amphiphilic 6-thiophenyl-6-deoxycyclodextrins

被引：11
作者：
Dodziuk, H
Chmurski, K
Jurczak, J
Kozminski, W
Lukin, O
Sitkowski, J
Stefaniak, L
机构：
[1] Polish Acad Sci, Inst Phys Chem, PL-01224 Warsaw, Poland
[2] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland
[3] Warsaw Univ, Dept Chem, Warsaw, Poland
来源：
JOURNAL OF MOLECULAR STRUCTURE | 2000年 / 519卷
关键词：
dynamic NMR; H-1; C-13; amphiphilic cyclodextrins; self-inclusion; molecular mechanics;
D O I：
10.1016/S0022-2860(99)00275-6
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
The dynamic stereochemistry of amphiphilic derivatives of alpha-, beta-, and gamma-cyclodextrins (1-3) has been investigated by means of variable temperature H-1 and C-13 NMR spectroscopy in DMF-d(7) solutions. The most significant spectral changes were detected for the smallest hexakis(6-thiophenyl-6-deoxy)-alpha-cyclodextrin (1) and they decrease with the increase of the macrocycle size. On the basis of ROESY measurements, these changes reflecting restricted movements of thiophenyl groups upon the temperature decrease were interpreted in terms of self-inclusion of at least one thiophenyl group. Molecular modeling of these compounds is consistent with these findings. (C) 2000 Elsevier Science B.V. All rights reserved.
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收藏
页码：33 / 36
页数：4
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