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F− Preference of Polyamide Cryptand to Cl−

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Abstract

The variations in geometry structure, IR spectra, as well as the molecular orbitals upon anion recognition for polyamide cryptand are explored with the hybrid density functional theory. The cavity generated by six amide NH groups shrinks upon F− recognition because of the strong hydrogen bonds between the amide protons and F−, while the cavity expands upon Cl− binding because of the strong electron repulsion between the p electron of Cl− and the lone pair electrons of the nitrogen atom of the pyridine moieties. The “electropositive field space” …Cl− coupling exists when Cl− is recognized. The strong anion binding energy with F− indicates that the polyamide cryptand prefers F− to Cl−.

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Acknowledgements

This Research has been performed as a subproject of project No (K-09-L03-C03-S02) and supported by the KOREA INSTITUTE of SCIENCE and TECHNOLOGY INFORMATION (KISTI). This work was also supported by the Korea Science and Engineering Foundation (KOSEF) grant funded by the Korea Government (MEST) (No. R11-2007-012-03002-0) (2009) and a grant from the Fundamental R&D Program for Core Technology of Materials funded by the Ministry of Knowledge and Economy, Republic of Korea.

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Authors and Affiliations

  1. Department of Chemistry, Sungkyunkwan University, Suwon, 440-746, Korea

    Sunwoo Kang, Shihai Yan & Jin Yong Lee

  2. Department of Infrastructure Technology Development, Supercomputing Center, 335 Gwahangno, Yuseong-gu, Daejun, 305-806, Korea

    Sang Joo Lee

  3. Department of Chemistry, Chonnam National University, Gwangju, 500-757, Korea

    Kye Chun Nam

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  1. Sunwoo Kang
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Correspondence to Jin Yong Lee.

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Kang, S., Lee, S.J., Yan, S. et al. F− Preference of Polyamide Cryptand to Cl− . J Incl Phenom Macrocycl Chem 66, 75–79 (2010). https://doi.org/10.1007/s10847-009-9644-4

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  • DOI: https://doi.org/10.1007/s10847-009-9644-4

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