Synthesis and characterization of a persistent paramagnetic rotaxane based on α-cyclodextrin

被引:32
|
作者
Mezzina, E [1 ]
Fanì, M [1 ]
Ferroni, F [1 ]
Franchi, P [1 ]
Menna, M [1 ]
Lucarini, M [1 ]
机构
[1] Univ Bologna, Dept Organ Chem A Mangini, I-40126 Bologna, Italy
来源
JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 10期
关键词
D O I
10.1021/jo0601720
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis and spectroscopic properties of a novel paramagnetic [2]rotaxane is described. This rotaxane is made from molecules having an alkyl chain flanked by 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) groups. Complexation of sebacoyl chloride by R-cyclodextrin followed by reaction with a bulky aminonitroxide resulted in the trapping of the cyclodextrin, threaded by the alkyl chain, thus generating the rotaxane structure. The structure of the paramagnetic [2]rotaxane was fully characterized by ESIMS, 1D and 2D NMR and ESR spectroscopy.
引用
收藏
页码:3773 / 3777
页数:5
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