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Self-Assembly Behavior Shifting to Crystal Formation of Chiral Macrocyclic Tetraimines

机译：自组装行为转移到Chiral Macrocyclic Tetraimines的晶体形成

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摘要

The enantiopure macrocyclic tetraimines containing adamantane moieties (1, 2) were synthesized from (R,R)- or (S,S)-1,2-cyclohexanediamine and a disubstituted adamantane derivative having salicylaldehyde in moderate yield. Single crystals (1a) were obtained from a methanol/ chloroform mixture and 1. X-ray crystallographic analysis revealed that the macrocycles had a rhomboidal structure and were arranged into a molecular network bearing layer structures through CH center dot center dot center dot O and CH center dot center dot center dot pi interactions. Racemic crystals (1.2-a) were formed from crystallization of 1 and 2 in a 1:1 stoichiometry. The macrocycles had a rhomboidal framework with a longer axis, and 1 and 2 were alternatively aligned into the molecular network composed of columnar structures by CH center dot center dot center dot pi and CH center dot center dot center dot O interactions. Macrocycle 1 self-assembled into spheres, and their fused fibrous and network aggregates, and eventually were translated into crystals. Meanwhile, the mixing of both enantiomers 1 and 2 at a ratio of 1:1 afforded racemic crystals by way of similar self-assembled structures under identical conditions; however, the rate of crystal formation was faster than that of 1.
机译：将含有金刚烷部分（1,2）的对映致丙型大环四元肾上腺素由（R） - 或（S，S）-1,2-环己二胺和二烷基甲烷衍生物合成，具有中等产率的水杨醛。单晶（1A）由甲醇/氯仿混合物中获得，1. X射线晶体分析显示，宏细胞具有菱形结构，并通过CH中心点中心点中心点O和CH排列成分子网络轴承层结构。中心点中心点中心点PI相互作用。外消旋晶体（1.2-A）由1：1的化学计量中的1和2的结晶形成。宏蜂鸣的旋流框架具有较长轴的菱形框架，1和2替代地将由CH中心DOT中心点中心点PI和CH中心点中心点中心点o相互作用对齐由柱状结构组成的分子网络。宏细胞1自组装成球体，它们融合的纤维和网络聚集体，最终被翻译成晶体。同时，映体1和2的混合以1：1的比例通过相同条件下的类似自组装结构提供外消旋晶体;但是，晶体形成的速率比1更快。

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  • 来源
    《Crystal growth & design》 |2019年第2期|共7页
  • 作者

    Tominaga Masahide; Kawahata Masatoshi; Itoh Tsutomu; Yamaguchi Kentaro;

  • 作者单位

    Tokushima Bunri Univ Fac Pharmaceut Sci Kagawa Campus 1314-1 Shido Sanuki Kagawa 7692193 Japan;

    Tokushima Bunri Univ Fac Pharmaceut Sci Kagawa Campus 1314-1 Shido Sanuki Kagawa 7692193 Japan;

    Chiba Univ Ctr Analyt Instrumentat Inage Ku 1-33 Yayoi Cho Chiba 2638522 Japan;

    Tokushima Bunri Univ Fac Pharmaceut Sci Kagawa Campus 1314-1 Shido Sanuki Kagawa 7692193 Japan;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 晶体学;
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