Synthesis and structures of pyrimidinophanes containing a nitrogen atom in the bridge

被引:0
作者
V. E. Semenov
A. E. Nikolaev
L. F. Galiullina
O. A. Lodochnikova
I. A. Litvinov
A. P. Timosheva
V. E. Kataev
Yu. Ya. Efremov
D. R. Sharafutdinova
A. V. Chernova
Sh. K. Latypov
V. S. Reznik
机构
[1] Kazan Research Center of the Russian Academy of Sciences,A. E. Arbuzov Institute of Organic and Physical Chemistry
来源
Russian Chemical Bulletin | 2006年 / 55卷
关键词
macrocyclic compounds; pyrimidinophanes; conformation; X-ray diffraction study; NMR spectroscopy; hypochromic effect; dipole moment;
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摘要
The reactions of 1,3-bis(5-bromopentyl)-5-methyl-or 1,3-bis(5-bromopentyl)-6-methyl-uracil with benzylamine afforded pyrimidinophanes containing the nitrogen atom in the polymethylene bridge. Single-crystal X-ray diffraction study and NMR and UV spectroscopic study in solution demonstrated that the phenyl and uracil fragments in the macrocycles are in spatial proximity. Unlike the known macrocycles containing the pyrimidine ring, the pyrimidinophanes under study are conformationally rigid.
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页码:559 / 568
页数:9
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