trans-N,N′-Bis(9-phenyl-9-xanthenyl)cyclohexane-1,4-diamine (1,4-DAX) and trans-N,N′-bis(9-phenyl-9-thioxanthenyl)cyclohexane-1,4-diamine (1,4-DAT) proved to be highly effective host compounds for the enclathration of aniline (ANI), N-methylaniline (NMA) and N,N-dimethylaniline (DMA) guest solvents: only DMA was not included and only when using 1,4-DAT. When the host compounds were recrystallized from mixtures of these guests, it was revealed that host selectivities were in the order NMA > ANI > DMA and NMA > DMA > ANI for 1,4-DAX and 1,4-DAT, respectively. Single crystal diffraction experiments were employed to identify the host⋯guest interactions responsible for guest retention in these complexes, while thermal analyses proved futile for the determination of their relative thermal stabilities since most of them displayed poor stability even at room temperature. The selectivity data presented here complement the results obtained when the host compounds employed were 1,2-DAX and 1,2-DAT, as per a previous submission, where DMA was significantly preferred. Since NMA and DMA may be prepared from ANI, the resultant products often have one or more of these anilines present as impurities. This work therefore demonstrates that by utilizing the appropriate host compound, these solvents may be purified through host‒guest chemistry principles.

中文翻译：

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反式环己烷-1,4-二胺衍生物在混合苯胺重结晶过程中的互补主体行为

反式-N,N'-双(9-苯基-9-氧杂蒽基)环己烷-1,4-二胺(1,4-DAX)和反式-N,N'-双(9-苯基-9-噻吨基)环己烷-1,4-二胺 (1,4-DAT) 被证明是用于包合苯胺 (ANI)、N-甲基苯胺 (NMA) 和 N,N-二甲基苯胺 (DMA) 客体溶剂的高效主体化合物：只有 DMA 是不包括在内，仅在使用 1,4-DAT 时才包括在内。当主体化合物从这些客体的混合物中重结晶时，表明主体选择性的顺序分别为 NMA > ANI > DMA 和 NMA > DMA > ANI，分别用于 1,4-DAX 和 1,4-DAT。使用单晶衍射实验来鉴定在这些复合物中负责客体保留的主客体相互作用，而热分析证明对于确定它们的相对热稳定性是徒劳的，因为它们中的大多数即使在室温下也表现出较差的稳定性。此处提供的选择性数据补充了当采用的主体化合物为 1,2-DAX 和 1,2-DAT 时获得的结果，根据之前的提交，其中 DMA 是显着首选的。由于 NMA 和 DMA 可由 ANI 制备，因此所得产品通常含有一种或多种这些苯胺作为杂质存在。因此，这项工作表明，通过使用合适的主体化合物，这些溶剂可以通过主客体化学原理进行纯化。其中 DMA 是显着首选。由于 NMA 和 DMA 可由 ANI 制备，因此所得产品通常含有一种或多种这些苯胺作为杂质存在。因此，这项工作表明，通过使用合适的主体化合物，这些溶剂可以通过主客体化学原理进行纯化。其中 DMA 是显着首选。由于 NMA 和 DMA 可由 ANI 制备，因此所得产品通常含有一种或多种这些苯胺作为杂质存在。因此，这项工作表明，通过使用合适的主体化合物，这些溶剂可以通过主客体化学原理进行纯化。