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Zwitterionic iodonium species afford halogen bond-based porous organic frameworks

Soldatova, Natalia S., Postnikov, Pavel S., Ivanov, Daniil M., Semyonov, Oleg V., Kukurina, Olga S., Guselnikova, Olga, Yamauchi, Yusuke, Wirth, Thomas, Zhdankin, Viktor V., Yusubov, Mekhman S., Gomila, Rosa M., Frontera, Antonio, Resnati, Giuseppe and Kukushkin, Vadim Yu. 2022. Zwitterionic iodonium species afford halogen bond-based porous organic frameworks. Chemical Science 13 (19) , pp. 5650-5658. 10.1039/D2SC00892K

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Abstract

Porous architectures characterized by parallel channels arranged in honeycomb or rectangular patterns are identified in two polymorphic crystals of a zwitterionic 4-(aryliodonio)-benzenesulfonate. The channels are filled with disordered water molecules which can be reversibly removed on heating. Consistent with the remarkable strength and directionality of the halogen bonds (XBs) driving the crystal packing formation, the porous structure is stable and fully preserved on almost quantitative removal and readsorption of water. The porous systems described here are the first reported cases of one-component 3D organic frameworks whose assembly is driven by XB only (XOFs). These systems are a proof of concept for the ability of zwitterionic aryliodonium tectons in affording robust one-component 3D XOFs. The high directionality and strength of the XBs formed by these zwitterions and the geometrical constraints resulting from the tendency of their hypervalent iodine atoms to act as bidentate XB donors might be key factors in determining this ability.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Additional Information: This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence
Publisher: Royal Society of Chemistry
ISSN: 2041-6520
Funders: Russian Science Foundation
Date of First Compliant Deposit: 3 May 2022
Date of Acceptance: 30 March 2022
Last Modified: 22 Jun 2022 13:48
URI: https://orca.cardiff.ac.uk/id/eprint/149494

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