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Issue 49, 2018
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Pillar[6]pyridinium: a hexagonally shaped molecular box that selectively recognizes multicharged anionic species

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Abstract

A sextuply charged cyclic cationic receptor with an extraordinary structure and unprecedented binding properties is presented. The macrocycle consists of six pyridinium ions connected by methylene linkers with an electron-deficient cavity inside. In the solid state, the cavity is padded with an organized water network that gives the macrocycle a hexagonal shape. In water, the cavity is more flexible and selectively accommodates anionic species. Of the ions of similar size the macrocycle binds most strongly those with the largest negative charge. When the net charge is the same, the most preferred are anions with delocalized charge rather that those with localized charge; remarkably, the former form inclusion complexes, while the latter are complexed externally.

Graphical abstract: Pillar[6]pyridinium: a hexagonally shaped molecular box that selectively recognizes multicharged anionic species

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Article information


Submitted
25 Apr 2018
Accepted
23 May 2018
First published
24 May 2018

Chem. Commun., 2018,54, 6316-6319
Article type
Communication

Pillar[6]pyridinium: a hexagonally shaped molecular box that selectively recognizes multicharged anionic species

S. Kosiorek, H. Butkiewicz, O. Danylyuk and V. Sashuk, Chem. Commun., 2018, 54, 6316
DOI: 10.1039/C8CC03353F

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