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Cis-Trans Selectivity of Haloalkene Isomers in Nonporous Adaptive Pillararene Crystals
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2019-07-12 , DOI: 10.1021/jacs.9b06188
Yujuan Zhou 1 , Kecheng Jie 1 , Run Zhao 1 , Feihe Huang 1
Affiliation  

The separation of haloalkene cis-trans isomers is difficult to achieve, yet highly desired in the chemical industry. Here, we report an energy-efficient adsorptive separation of 1,4-dichloro-2-butene (DCB) cis-trans isomers using nonporous adaptive crystals of perethylated pillararenes. Adaptive perethylated pillar[6]arene (EtP6) crystals separate the trans-DCB isomer from its cis isomer with high selectivity while perethylated pillar[5]arene (EtP5) crystals adsorb cis-trans DCB isomers without selectivity. The selectivity of EtP6 derives from the difference in the thermodynamic stability of guest-loaded EtP6 crystal structures upon capture of cis-trans DCB isomers, while the structural similarity of guest-loaded EtP5 leads to the loss of selectivity. EtP6 is highly recyclable due to the reversible transformations between guest-free and guest-loaded structures.

中文翻译:

无孔自适应柱芳烃晶体中卤代烯烃异构体的顺反选择性

卤代烯烃顺反异构体的分离很难实现,但在化学工业中非常需要。在这里,我们报告了使用全乙基化柱芳烃的无孔自适应晶体对 1,4-二氯-2-丁烯 (DCB) 顺反异构体的节能吸附分离。自适应全乙基化柱[6]芳烃(EtP6)晶体以高选择性将反式DCB异构体与其顺式异构体分离,而全乙基化柱[5]芳烃(EtP5)晶体无选择性吸附顺反式DCB异构体。EtP6 的选择性源于在捕获顺反 DCB 异构体时载客 EtP6 晶体结构的热力学稳定性的差异,而载客 EtP5 的结构相似性导致选择性的损失。
更新日期:2019-07-12
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