State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, International Joint Research Laboratory of Nano-Micro Architecture Chemistry (NMAC), College of Chemistry , Jilin University , 2699 Qianjin Street , Changchun 130012 , P. R. China.
J Am Chem Soc. 2019 Aug 7;141(31):12280-12287. doi: 10.1021/jacs.9b03559. Epub 2019 Jul 26.
In this work, a new version of macrocyclic arenes, namely geminiarene, has been designed and synthesized for guest complexation and chlorobenzene/chlorocyclohexane mixture separation with excellent dual selectivity. Due to its unique dual/gemini conformational feature, not only chlorocyclohexane can be separated from chlorobenzene with exceeding 97% purity but also chlorobenzene can be separated from chlorocyclohexane with purity over 88%, and the dual selective fractionation process could be achieved in only one cycle of operation. Significantly, we demonstrate that the dual selectivity capability is essentially a competition of the stability between the guest-free and guest-loaded crystalline phases of geminiarene. We strongly believe that this work and the idea of multiple selective separation systems will open up new perspectives on macrocycle-based solid-state host-guest chemistry and molecular scale separation materials.
在这项工作中，设计并合成了一种新的大环芳烃，即双子环芳烃，用于客体络合和氯苯/氯环己烷混合物的分离，具有优异的双重选择性。由于其独特的双重/双子构象特征，不仅可以将氯环己烷从氯苯中以超过 97%的纯度分离出来，而且可以将氯苯从氯环己烷中以纯度超过 88%的方式分离出来，并且可以在一个操作循环中实现双重选择性分馏过程。重要的是，我们证明了这种双重选择性能力本质上是双子环芳烃无客体和有客体晶体相之间的稳定性竞争。我们坚信，这项工作和多选择性分离系统的理念将为基于大环的固相亲-客体化学和分子尺度分离材料开辟新的视角。
