Issue 100, 2017

Pillar[4]pyridinium: a square-shaped molecular box


Numerous applications of Stoddart's ‘blue-box’, a pyridinium containing macrocycle of rectangular shape, encouraged us to seek successors of this amazing molecule. Using a one-step cyclization reaction we synthesized a square-shaped cyclic tetramer consisting of 4-methylenepyridinium units – pillar[4]pyridinium (P[4]P). Pillar[4]pyridinium is a quadruply positively charged water-soluble macrocycle with a highly symmetric, strained structure and an electron-deficient cavity. These features impel the macrocycle to assemble into channel networks in the solid state and render it an effective fluoride receptor in water.

Graphical abstract: Pillar[4]pyridinium: a square-shaped molecular box

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Article information

Article type
07 Nov 2017
27 Nov 2017
First published
27 Nov 2017
This article is Open Access
Creative Commons BY license

Chem. Commun., 2017,53, 13320-13323

Pillar[4]pyridinium: a square-shaped molecular box

S. Kosiorek, B. Rosa, T. Boinski, H. Butkiewicz, M. P. Szymański, O. Danylyuk, A. Szumna and V. Sashuk, Chem. Commun., 2017, 53, 13320 DOI: 10.1039/C7CC08562A

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