Halide anions driven self-assembly of haloperfluoroarenes: Formation of one-dimensional non-covalent copolymers

The supramolecular organization in six solid assemblies involving iodo- and bromoperfluoroarene derivatives is described. Single crystal X-ray analyses show that the formation of the supramolecular architectures is controlled by I −⋯Br–Ar F, I −⋯I–Ar F, Br −⋯I–Ar F, and Cl −⋯I–Ar F halogen bondings...

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Bibliographic Details
Published in:Journal of fluorine chemistry 2009-12, Vol.130 (12), p.1171-1177
Main Authors: Abate, Antonio, Biella, Serena, Cavallo, Gabriella, Meyer, Franck, Neukirch, Hannes, Metrangolo, Pierangelo, Pilati, Tullio, Resnati, Giuseppe, Terraneo, Giancarlo
Format: Article
Language:English
Subjects:
Crystal engineering
Fluorine
Halogen bonding
Iodine
Self-assembly
Supramolecular chemistry
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Summary:The supramolecular organization in six solid assemblies involving iodo- and bromoperfluoroarene derivatives is described. Single crystal X-ray analyses show that the formation of the supramolecular architectures is controlled by I −⋯Br–Ar F, I −⋯I–Ar F, Br −⋯I–Ar F, and Cl −⋯I–Ar F halogen bondings thus proving the X −⋯X′–Ar F supramolecular synthon, where X can be the same as or different from X′, is particularly robust. In five of the described architectures halide anions form two halogen bondings and form infinite chains wherein dihaloperfluoroarenes, which function as bidentate electron acceptors, and halide anions, which function as bidentate electron donors, alternate. This behaviour shows halide anions have a fair tendency to work as bidentate halogen bonding acceptors. Halide anions driven self-assembly of haloperfluoroarenes: formation of one-dimensional non-covalent copolymers.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2009.07.005