Zwitterionic iodonium species afford halogen bond-based porous organic frameworks

Natalia S. Soldatova, Pavel S. Postnikov, Daniil M. Ivanov, Oleg V. Semyonov, Olga S. Kukurina, Olga Guselnikova, Yusuke Yamauchi, Thomas Wirth, Viktor V. Zhdankin, Mekhman S. Yusubov, Rosa M. Gomila, Antonio Frontera, Giuseppe Resnati, Vadim Yu Kukushkin

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

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.

Original languageEnglish (US)
JournalChemical Science
Volume13
Issue number19
DOIs
StateAccepted/In press - 2022

Bibliographical note

Funding Information:
This work was funded by the Russian Science Foundation grant 21-73-00148 (Synthetic part and studies of physicochemical properties of XOFs) and the Ministry of Science and Higher Education of the Russian Federation in the framework of the “Mega-grant” project (No. 075-15-2021-585; crystal engineering). The authors are grateful to the Center for X-ray Diffraction Studies, Magnetic Resonance Research Center, and Center for Chemical Analysis and Materials Research (Saint Petersburg State University) and the Tomsk Regional Core Shared Research Facilities Centre (National Research Tomsk State University) for the physicochemical studies. The TG/DSC study was carried out using the core facilities of “Physical and Chemical Methods of Analysis” (National Research Tomsk Polytechnic University). O. G. and Y. Y. are also grateful to the JST-ERATO Yamauchi Materials Space-Tectonics Project (JPMJER2003). This work was performed in part at the Queensland node of the Australian National Fabrication Facility, a company established under the National Collaborative Research Infrastructure Strategy to provide nano and microfabrication facilities for Australia’s researchers.

Publisher Copyright:
© 2022 The Royal Society of Chemistry

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