A1 Journal article (refereed)
Bamboo-like Chained Cavities and Other Halogen-Bonded Complexes from Tetrahaloethynyl Cavitands with Simple Ditopic Halogen Bond Acceptors (2018)
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
JYU authors or editors
Publication details
All authors or editors: Turunen, Lotta; Pan, FangFang; Beyeh, Ngong Kodiah; Trant, John F.; Ras, Robin H. A.; Rissanen, Kari
Journal or series: Crystal Growth and Design
ISSN: 1528-7483
eISSN: 1528-7505
Publication year: 2018
Volume: 18
Issue number: 1
Pages range: 513-520
Publisher: American Chemical Society
Place of Publication: Washington
Publication country: United States
Publication language: English
DOI: https://doi.org/10.1021/acs.cgd.7b01517
Publication open access: Not open
Publication channel open access:
Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/56817
Abstract
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.
Keywords: halogens; bonds; chemistry
Free keywords: halogen-bonded complexes; halogen bonds
Contributing organizations
Related projects
- Weak Interactions as Structural Elements in Self-assembling Molecular Systems
- Rissanen, Kari
- Research Council of Finland
- Weak Interactions as Structural Elements in Self-assembling Molecular Systems (research costs)
- Rissanen, Kari
- Research Council of Finland
Ministry reporting: Yes
Reporting Year: 2018
JUFO rating: 2