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Cagearenes: synthesis, characterization, and application for programmed vapour release

Shuai Fang, Mengbin Wang, Yating Wu, Qing‐Hui Guo, Errui Li, Hao Li, Feihe Huang

2022Chemical Science35 citationsDOIOpen Access PDF

Abstract

the Friedel-Crafts reaction by condensing two equivalents of a precursor bearing three 1,4-dimethoxybenzene groups and three equivalents of formaldehyde. Two cages, namely cagearene-1 and cagearene-2, are obtained and well characterized. The cagearene-1 solid exhibits the ability to adsorb benzene vapour from an equimolar benzene/cyclohexane mixture with a purity of 91.1%. Then, the adsorbed benzene molecules can be released from the cage at a relatively lower temperature, namely 70 °C, as a consequence of which, cyclohexane with a high purity was left within the cage solid. Heating the cage solid further at 130 °C led to the production of cyclohexane with a purity up to 98.7%. As inferred from the single crystal structures and theoretical calculations, the ability of the cage in programmed release of benzene and cyclohexane results from the different binding modes of these two guests.

Topics & Concepts

CyclohexaneBenzeneAdsorptionCageChemistryMoleculeFormaldehydeOrganic chemistryMathematicsCombinatoricsSupramolecular Chemistry and ComplexesMetal-Organic Frameworks: Synthesis and ApplicationsMolecular Sensors and Ion Detection