Dihydrogen Bond Interaction Induced Separation of Hexane Isomers by Self-Assembled Carborane Metallacycles
journal contributionposted on 21.04.2020, 19:03 by Peng-Fei Cui, Yue-Jian Lin, Zhen-Hua Li, Guo-Xin Jin
Herein, we describe how to utilize dihydrogen bond interactions to achieve alkane recognition and hexane isomer separation. A series of metallacycles based on carborane backbones are presented herein, revealing interdependent B–Hδ−···Hδ+–C proton–hydride interactions. The metallacycles take advantage of these dihydrogen bond interactions for the separation of hexane isomers. We show that the metallacycle 3a, bearing 1,4-di(4-pyridyl)benzene (DPB), can produce n-hexane with a purity of >99% in a single adsorption–desorption cycle from an equimolar mixture of all five isomers of hexane. The isomers 2-methylpentane and 3-methylpentane can be selectively absorbed by metallacycle 4a, which bears 1,2-di(4-pyridyl)ethylene (DPE). The size of the metallacycle, C–H···π interactions, and particularly B–Hδ−···Hδ+–C interactions are the main forces governing the extent of hexane recognition. This work provides a promising principle for the design of supramolecular coordination complexes (SCCs) for the separation of alkanes.
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hexane recognitionalkane recognitionSCCmetallacycle 3metallacycle 4Hexane Isomerscarborane backbonessupramolecular coordination complexesDPEDPBdihydrogen bond interactions3- methylpentanehexane isomer separationhexane isomersSelf-Assembled Carborane Metallacycles Hereinequimolar mixtureDihydrogen Bond Interaction Induced Separationisomers 2- methylpentane