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首页> 外文期刊>RSC Advances >Cylindrical macrocyclic compounds synthesized by connecting two bowl-shaped calix[3]aramide moieties: structures and chiroptical properties
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Cylindrical macrocyclic compounds synthesized by connecting two bowl-shaped calix[3]aramide moieties: structures and chiroptical properties

机译：通过连接两个碗状的杯子[3]芳酰胺部分：结构和毛细光学性能合成圆柱形大环化合物

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摘要

Calix[3]aramide-based macrocycles 1 were successfully synthesized by a Glaser coupling reaction of two meta -calix[3]aramide moieties that have three ethynyl groups. The obtained macrocycles have stereoisomers: an enantiomeric pair and a meso form based on a combination of amide bond directions in the calix[3]aramide moieties at both ends of the molecule. Characteristic absorption spectra derived from the 1,4-diphenylbutadiyne structure were observed, while their ECD spectra were mirror-images. Single-crystal X-ray analysis revealed that each stereoisomer had a cylindrical rigid shape, and the absolute structure of the chiral-form was also assigned by comparing the Flack parameters. Mirror-image VCD spectra were observed for the enantiomeric chiral forms, and a VCD signal pattern of one enantiomer corresponded to that predicted by the relationship between the dihedral angle of the pair of CO groups.
机译：CALIX [3]基于芳酰胺基宏γ1通过两种META-CALIX的GLASER偶联反应成功地合成了具有三种乙炔基的芳酰胺部分。所得的宏依克具有立体异构体：基于分子两端的酰胺粘结方向的酰胺键方向的组合的对映体对和甲酰胺形式。观察到衍生自1,4-二苯基丁霉素结构的特征吸收光谱，而其ECD光谱是镜像。单晶X射线分析显示，每个立体异构体具有圆柱形刚性形状，并且还通过比较脆皮参数来分配手性形式的绝对结构。观察到对映体手性形式的镜像VCD光谱，并且一种对映体的VCD信号模式对应于通过该对CO组的二偏角角之间的关系预测的。

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