Cation-coordinating properties of perfluoro-15-crown-5

Chun Ze Lai; Molly E. Reardon; Paul G. Boswell; Philippe Bühlmann

doi:10.1016/j.jfluchem.2009.09.019

Cation-coordinating properties of perfluoro-15-crown-5

Chun Ze Lai, Molly E. Reardon, Paul G. Boswell, Philippe Bühlmann

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

The coordinative properties of perfluoro-15-crown-5 with monocations were investigated using ¹⁹F NMR spectroscopy and ion-selective electrodes with perfluoro-15-crown-5 as the matrix of their sensor membranes and the fluorophilic tetrakis[3,5-bis(perfluorohexyl)phenyl]borate as ion exchanger site. The results show that perfluoro-15-crown-5 interacts weakly but significantly with Na⁺ and K⁺. Assuming 1:1 stoichiometry, the formal complexation constants were determined to be 5.5 and 1.7 M^-1, respectively. This weak binding is consistent with the strong electron withdrawing nature of the many fluorine atoms in the perfluorocrown ether. While perfluorinated crown ethers have been known to form host-guest complexes with the anions O₂^- and F^- in the gas-phase, this is the first study that quantitatively confirms cation binding to a perfluorocrown ether.

Original language	English (US)
Pages (from-to)	42-46
Number of pages	5
Journal	Journal of Fluorine Chemistry
Volume	131
Issue number	1
DOIs	https://doi.org/10.1016/j.jfluchem.2009.09.019
State	Published - Jan 2010

Bibliographical note

Funding Information:
This project was supported by the National Science Foundation (grant CTS-0428046 ) and the National Institute of Health (grant 1R01 EB005225-01 ). We also thank the University of Minnesota for sponsoring this work through a Louise T. Dosdall fellowship to C.-Z. L.

Keywords

Coordination
Fluorous
Ion-selective electrodes
Perfluorocrown ether
Potentiometry

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10.1016/j.jfluchem.2009.09.019

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title = "Cation-coordinating properties of perfluoro-15-crown-5",

abstract = "The coordinative properties of perfluoro-15-crown-5 with monocations were investigated using 19F NMR spectroscopy and ion-selective electrodes with perfluoro-15-crown-5 as the matrix of their sensor membranes and the fluorophilic tetrakis[3,5-bis(perfluorohexyl)phenyl]borate as ion exchanger site. The results show that perfluoro-15-crown-5 interacts weakly but significantly with Na+ and K+. Assuming 1:1 stoichiometry, the formal complexation constants were determined to be 5.5 and 1.7 M-1, respectively. This weak binding is consistent with the strong electron withdrawing nature of the many fluorine atoms in the perfluorocrown ether. While perfluorinated crown ethers have been known to form host-guest complexes with the anions O2- and F- in the gas-phase, this is the first study that quantitatively confirms cation binding to a perfluorocrown ether.",

keywords = "Coordination, Fluorous, Ion-selective electrodes, Perfluorocrown ether, Potentiometry",

author = "Lai, {Chun Ze} and Reardon, {Molly E.} and Boswell, {Paul G.} and Philippe B{\"u}hlmann",

note = "Funding Information: This project was supported by the National Science Foundation (grant CTS-0428046 ) and the National Institute of Health (grant 1R01 EB005225-01 ). We also thank the University of Minnesota for sponsoring this work through a Louise T. Dosdall fellowship to C.-Z. L.",

year = "2010",

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doi = "10.1016/j.jfluchem.2009.09.019",

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T1 - Cation-coordinating properties of perfluoro-15-crown-5

AU - Lai, Chun Ze

AU - Reardon, Molly E.

AU - Boswell, Paul G.

AU - Bühlmann, Philippe

N1 - Funding Information: This project was supported by the National Science Foundation (grant CTS-0428046 ) and the National Institute of Health (grant 1R01 EB005225-01 ). We also thank the University of Minnesota for sponsoring this work through a Louise T. Dosdall fellowship to C.-Z. L.

PY - 2010/1

Y1 - 2010/1

N2 - The coordinative properties of perfluoro-15-crown-5 with monocations were investigated using 19F NMR spectroscopy and ion-selective electrodes with perfluoro-15-crown-5 as the matrix of their sensor membranes and the fluorophilic tetrakis[3,5-bis(perfluorohexyl)phenyl]borate as ion exchanger site. The results show that perfluoro-15-crown-5 interacts weakly but significantly with Na+ and K+. Assuming 1:1 stoichiometry, the formal complexation constants were determined to be 5.5 and 1.7 M-1, respectively. This weak binding is consistent with the strong electron withdrawing nature of the many fluorine atoms in the perfluorocrown ether. While perfluorinated crown ethers have been known to form host-guest complexes with the anions O2- and F- in the gas-phase, this is the first study that quantitatively confirms cation binding to a perfluorocrown ether.

AB - The coordinative properties of perfluoro-15-crown-5 with monocations were investigated using 19F NMR spectroscopy and ion-selective electrodes with perfluoro-15-crown-5 as the matrix of their sensor membranes and the fluorophilic tetrakis[3,5-bis(perfluorohexyl)phenyl]borate as ion exchanger site. The results show that perfluoro-15-crown-5 interacts weakly but significantly with Na+ and K+. Assuming 1:1 stoichiometry, the formal complexation constants were determined to be 5.5 and 1.7 M-1, respectively. This weak binding is consistent with the strong electron withdrawing nature of the many fluorine atoms in the perfluorocrown ether. While perfluorinated crown ethers have been known to form host-guest complexes with the anions O2- and F- in the gas-phase, this is the first study that quantitatively confirms cation binding to a perfluorocrown ether.

KW - Coordination

KW - Fluorous

KW - Ion-selective electrodes

KW - Perfluorocrown ether

KW - Potentiometry

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Cation-coordinating properties of perfluoro-15-crown-5

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