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Synthesis of Carborane-Backbone Metallacycles for Highly Selective Capture of<i>n</i>-Pentane

Shu‐Ting Guo, Peng‐Fei Cui, Xinran Liu, Guo‐Xin Jin

2022Journal of the American Chemical Society52 citationsDOI

Abstract

The specific recognition and separation of alkanes with similar molecular structures and close boiling points face significant scientific challenges and industrial demands. Here, rectangular carborane-based metallacycles were designed to selectively encapsulate n-pentane from n-pentane, iso-pentane, and cyclo-pentane mixtures in a simple-to-operate and more energy-efficient way. Metallacycle 1, bearing 1,2-di(4-pyridyl) ethylene, can selectively separate n-pentane from these three-component mixtures with a purity of 97%. The selectivity is ascribed to the capture of the preferred guest with matching size, C–H···π interactions, and potential B–Hδ−···Hδ+–C interactions. Besides, the removal of n-pentane gives rise to original guest-free carborane-based metallacycles, which can be recycled without losing performance. Considering the variety of substituted carborane derivatives, metal ions, and organic linkers, these new carborane-based supramolecular coordination complexes (SCCs) may be broadly applicable to other challenging recognition and separation systems with good performance.

Topics & Concepts

PentaneCarboraneChemistrySupramolecular chemistrySelectivityCombinatorial chemistryConformational isomerismAlkaneStereochemistryOrganic chemistryMoleculeHydrocarbonCatalysisBoron Compounds in ChemistrySupramolecular Chemistry and ComplexesMetal-Organic Frameworks: Synthesis and Applications
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