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Design, synthesis, and structure of novel cesium receptors

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Abstract

The podand, bis(2-methoxyphenoxy)m-xylene (1), was designed and synthesized as a potential host for the cesium ion. Its structure was determined by single crystal X-ray diffraction. It crystallizes in P21/c with cell dimensions: a = 8.5723(7) Å, b = 8.3931(14) Å, c = 25.2879(26) Å, β = 96.224(9), and V = 1808.7(4) Å3. A crown derivative, tribenzo-21-crown-6 (2), was also prepared and structurally characterized. It also crystallizes in P21/c with cell dimensions: a = 15.5825(13) Å, b = 15.8648(16) Å, c = 8.8266(7) Å, β = 95.247(6), and V = 2172.9(3) Å3. The structures exhibit hydrogen bonding, and are evaluated in terms of complementarity and preorganization for cesium binding.

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References

  1. Bryan, J.C.; Marchand, A.P.; Hazlewood, A. Acta Crystallogr. Sect. E 2001, 37, o13–o15; and references therein.

    Google Scholar 

  2. Desiraju, G.R.; Steiner, T. The Weak Hydrogen Bond; Oxford University Press: Oxford, 1999.

    Google Scholar 

  3. Bryan, J.C.; Sachleben, R.A.; Lavis, J.M.; Davis, M.C.; Burns, J.H.; Hay, B.P. Inorg. Chem. 1998, 37, 2749.

    PubMed  Google Scholar 

  4. Hay, B.P.; Zhang, D.; Rustad, J.R. Inorg. Chem. 1996, 35, 2650.

    PubMed  Google Scholar 

  5. Hay, B.P. In Metal—Ion Separation and Preconcentration, Progress and Opportunities, ACS Symposium Series 716; Bond, A.H.; Dietz, M.L.; Rogers, R.D., Eds. American Chemical Society: Washington, DC, 1999; pp 102–113.

    Google Scholar 

  6. Bryan, J.C.; Sachleben, R.A.; Hay, B.P. Inorg. Chim. Acta 1999, 290, 86.

    Google Scholar 

  7. Bryan, J.C.; Delmau, L.H.; Hay, B.P.; Moyer, B.A.; Rogers, L.M.; Rogers, R.D. Struct. Chem. 1999, 10, 187.

    Google Scholar 

  8. Sachleben, R.A.; Urvoas, A.; Bryan, J.C.; Haverlock, T.J.; Hay, B.P.; Moyer, B.A. Chem. Commun. 1999, 1751.

  9. Thuéry, P.; Nierlich, M.; Lamare, V.; Dozol.J.-F.; Asfari, Z.; Vicens, J. J. Inclusion Phenom. 2000, 36, 375.

    Google Scholar 

  10. Bryan, J.C.; Chen, T.; Levitskaia, T.G.; Haverlock, T.J.; Barnes, C.E.; Moyer, B. A. J. Inclusion Phenom. 2002, 42, 241.

    Google Scholar 

  11. Harms, K. XCAD4, Universität Marburg; Germany, 1995.

    Google Scholar 

  12. SHELXTL (Version 5.1, IRIX); Bruker AXS; Madison, WI, 1997.

  13. Spek, A. L. PLATON: A Multi-Purpose Crystallographic Tool; Universiteit Utrecht; The Netherlands, 2001.

    Google Scholar 

  14. Hay, B.P.; Rustad, J.R. J. Am. Chem. Soc. 1994, 116, 6116.

    Google Scholar 

  15. Hay, B.P.; Yang, L.; Zhang, D.; Rustad, J.R.; Wasserman, E. J. Mol. Struct. (THEOCHEM) 1997, 417, 19.

    Google Scholar 

  16. Hay, B.P.; Yang, L.; Allinger, N.L.; Lii, J.-H. J. Mol. Struct. (THEOCHEM) 1998, 428, 203.

    Google Scholar 

  17. Timofeeva, T.V.; Lii, J.-H.; Allinger, N.L. J. Am. Chem. Soc. 1995, 117, 7452.

    Google Scholar 

  18. Hay, B.P.; Firman, T.K. Inorg. Chem. 2002, 41, 5502.

    PubMed  Google Scholar 

  19. Dougherty, D.A. Science 1996, 271, 163.

    PubMed  Google Scholar 

  20. Nicholas, J.B.; Dixon, D.A.; Hay, B.P. J. Phys. Chem. A 1999, 103, 1394.

    Google Scholar 

  21. Nicholas, J.B.; Hay, B.P. J. Phys. Chem. A 1999, 103, 3554.

    Google Scholar 

  22. Hay, B.P. In Metal Separation Technologies Beyond 2000: Integrating Novel Chemistry With Processing; Liddell, K.C.; Chaiko, D.J., Eds.; Minerals, Metals, Materials Society: Warrendale, PA, 1999; pp 3–13.

    Google Scholar 

  23. Sachleben, R.A.; Moyer, B.A. In Metal—Ion Separation and Preconcentration, Progress and Opportunities, ACS Symposium Series 716; Bond, A.H; Dietz, M.L.; Rogers, R.D., Eds.; American Chemical Society: Washington, DC, 1999; pp 114–132.

    Google Scholar 

  24. Bond, A.H.; Chiarizia, R.; Huber, V.J.; Dietz, M.L.; Herlinger, A.W.; Hay, B.P. Anal. Chem. 1999, 71, 2757.

    Google Scholar 

  25. Dietz, M.L.; Bond, A.H.; Hay, B.P.; Chiarizia, R.; Huber, V.J.; Herlinger, A.W. Chem. Commun. 1999, 13, 1177.

    Google Scholar 

  26. Hay, B.P.; Dixon, D.A.; Vargas, R.; Garza, J.; Raymond, K.N. Inorg. Chem. 2001, 40, 3922.

    PubMed  Google Scholar 

  27. Lumetta, G.J.; Rapko, B.M.; Garza, P.A.; Hay, B.P.; Gilbertson, R.D.; Weakley, T.J.R.; Hutchison, J.E.J. Am. Chem. Soc. 2002, 124, 5644.

    Google Scholar 

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Correspondence to Jeffrey C. Bryan.

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Bryan, J.C., Hay, B.P., Sachleben, R.A. et al. Design, synthesis, and structure of novel cesium receptors. Journal of Chemical Crystallography 33, 349–355 (2003). https://doi.org/10.1023/A:1024269812003

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