Bamboo-like Chained Cavities and Other Halogen-Bonded Complexes from Tetrahaloethynyl Cavitands with Simple Ditopic Halogen Bond Acceptors
Turunen, L., Pan, F., Beyeh, N. K., Trant, J. F., Ras, R. H. A., & Rissanen, K. (2018). Bamboo-like Chained Cavities and Other Halogen-Bonded Complexes from Tetrahaloethynyl Cavitands with Simple Ditopic Halogen Bond Acceptors. Crystal Growth and Design, 18(1), 513-520. https://doi.org/10.1021/acs.cgd.7b01517
Published inCrystal Growth and Design
© 2017 American Chemical Society. This is a final draft version of an article whose final and definitive form has been published by ACS. Published in this repository with the kind permission of the publisher.
Halogen bonding provides a useful complement to hydrogen bonding and metal-coordination as a tool for organizing supramolecular systems. Resorcinarenes, tetrameric bowl-shaped cavitands, have been previously shown to function as efficient scaffolds for generating dimeric capsules in both solution and solid-phase, and complicated one-, two-, and three-dimensional frameworks in the solid phase. Tetrahaloethynyl resorcinarenes (bromide and iodide) position the halogen atoms in a very promising “crown-like” orientation for acting as organizing halogen-bond donors to help build capsules and higher-order networks. Symmetric divalent halogen bond acceptors including bipyridines, 1,4-dioxane, and 1,4-diazabicyclo[2.2.2]octane are very promising halogen bond accepting partners for creating these systems. This report describes the complex structures arising from combining these various systems including self-included dimers, herringbone-packed architectures enclosing medium (186 Å3) cavities, and a very intriguing bamboo-like one-dimensional rod with large (683 Å3) cavities between adjacent dimeric units. These various structures, all organized through host–host, host–acceptor, and host–solvent interactions highlight the emergent complexity of these types of complexes. As halogen bonds are weaker than hydrogen-bonds, the resulting architectures are harder to predict, and these results provide additional insight into the parameters requiring consideration when designing crystalline supramolecular systems using halogen-bonds as the core organizing principle. ...
PublisherAmerican Chemical Society
Publication in research information system
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Related funder(s)Academy of Finland
Funding program(s)Research post as Academy Professor, AoF; Research costs of Academy Professor, AoF
Additional information about fundingThe authors gratefully acknowledge financial support from the Academy of Finland (K.R.: Grant Nos. 265328, 263256, and 292746; RHAR: Grant No. 272579), the University of Jyvaskyla, and the University of Windsor, Canada. This work was supported by the Program of Introducing Talents of Discipline to Universities of China (111 program, B17019) and the Academy of Finland through its Centres of Excellence Programme (HYBER 2014–2019). ...
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