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Theoretical study on the complexation of bambus[6]uril with the chloride, bromide, and iodide anions

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Abstract

By using quantum mechanical DFT calculations, the most probable structures of the bambus[6]uril·Cl−, bambus[6]uril·Br−, and bambus[6]uril·I− anionic complex species were derived. In these three complexes, each of the considered univalent halide anions, included in the center of the macrocyclic cavity, is bound by 12 weak C–H⋯X− (X− = Cl−, Br−, I−) hydrogen bonds between methine hydrogen atoms on the convex face of the glycoluril units and the respective anion. The lengths of the C–H⋯X− hydrogen bonds increase in the order Cl− < Br− < I−.

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Acknowledgments

This work was supported by the Czech Ministry of Education, Youth, and Sports (projects MSM 4977751303 and MSM 6046137307) and by the Czech Science Foundation (project P205/10/2280). Computer time at the MetaCentrum (project LM 2010005), and at the Institute of Physics (computer Luna/Apollo), Academy of Sciences of the Czech Republic, is gratefully acknowledged.

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Authors and Affiliations

  1. Institute of Macromolecular Chemistry, Academy of Sciences of the Czech Republic, Prague, Czech Republic

    Petr Toman

  2. Faculty of Applied Sciences, University of West Bohemia, Pilsen, Czech Republic

    Emanuel Makrlík

  3. Department of Analytical Chemistry, Faculty of Chemical Engineering, Institute of Chemical Technology, Prague, Czech Republic

    Petr Vaňura

Authors
  1. Petr Toman
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  2. Emanuel Makrlík
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  3. Petr Vaňura
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Correspondence to Emanuel Makrlík.

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Toman, P., Makrlík, E. & Vaňura, P. Theoretical study on the complexation of bambus[6]uril with the chloride, bromide, and iodide anions. Monatsh Chem 142, 881–884 (2011). https://doi.org/10.1007/s00706-011-0546-y

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  • DOI: https://doi.org/10.1007/s00706-011-0546-y

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