Conformations and Structures of Two Novel Upper Rim Disubstituted Derivatives of Tetra-O-alkylcalix[4]arene: The Effect of Substituents

被引：0
作者：
Gaosheng Yang
Chen Jin
Yizhi Li
Jing Hong
Ren Miao
Chuenmei Zhao
Zijian Guo
Longgen Zhu
机构：
[1] Nanjing University,State Key Laboratory of Coordination Chemistry, Coordination Chemistry Institute
[2] Anhui Normal University,School of Chemistry and Material Science
来源：
Journal of inclusion phenomena and macrocyclic chemistry | 2005年 / 52卷
关键词：
calix[4]arene derivatives; conformation; crystal structure; NMR; substituent effect;
D O I：
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摘要：
Two new calix[4]arene derivatives, 5,17-dinitro-26,28-dimethyoxy-25,27-dipropoxycalix[4]arene (4) and 5,17-diamino-26,28-dimethyoxy-25,27-dipropoxycalix[4]arene (5), have been synthesized and fully characterized. The 1H NMR spectra measured in different solvents and temperatures indicated that the dominant conformer is partial cone for 4 and cone for 5, though there are some variations in relative ratio of partial cone to cone conformers. The structures of partial cone 4 and cone 5 are determined by X-ray crystallography. The different conformational behavior in compounds 4 and 5 is governed by the two substituents at the upper rim. The repulsion of the dipole due to the p-nitro substituents and weak interaction between methoxy group and the inverted anisole ring in the 4 may be responsible for stabilizing the partial cone conformation.
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页码：119 / 127
页数：8
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