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[15]Paracyclophane and [16]paracyclophane: facile syntheses, crystal structures and selective complexation with cesium cations in the gas phase

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Abstract

Herein, we report the facile syntheses of [15]paracyclophane ([15]PCP, 1) and [16]paracyclophane ([16]PCP, 2) by hydrodeoxygenation of pillar[5]arene and pillar[6]arene via aryl fluorosulfate intermediates. The structures of [15]PCP and [16]PCP were confirmed by single crystal X-ray analysis for the first time. Moreover, their selective complexation with cesium cations in the gas phase was investigated by electrospray ionization mass spectrometry (ESI-MS) and confirmed by DFT calculations.

Graphical abstract: [15]Paracyclophane and [16]paracyclophane: facile syntheses, crystal structures and selective complexation with cesium cations in the gas phase

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Publication details

The article was received on 09 Nov 2018, accepted on 03 Dec 2018 and first published on 04 Dec 2018


Article type: Research Article
DOI: 10.1039/C8QO01218K
Citation: Org. Chem. Front., 2018, Advance Article
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    [15]Paracyclophane and [16]paracyclophane: facile syntheses, crystal structures and selective complexation with cesium cations in the gas phase

    P. Liu, Q. Li, H. Zeng, B. Shi, J. Liu and F. Huang, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO01218K

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