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Synthesis and Characterization of Calix[4]arene Functionalized Poly(ethylene glycol) Derivatives

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Abstract

Calix[4]arenes with both ligating and methoxy poly(ethylene glycol) groups appended have been synthesized using several approaches, involving the formation of sulfonyl ester groups on the wide rim, Schiff base derivatives on the narrow rim, and thioether groups on both the wide and narrow rims. These new derivatives have been characterized by a combination of infrared and 1H NMR spectroscopy. Compounds 10 and 11 are insoluble in both water and aqueous poly(ethylene glycol), but the other new compounds are soluble.

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References

  1. A. T. Yordanov and D. M. Roundhill: Coord. Chem. Revs. 170, 93 (1998).

    Google Scholar 

  2. J. M. Harris (ed.): Poly(ethylene Glycol) Chemistry: Biotechnical and Biomedical Applications, Plenum, New York (1992).

    Google Scholar 

  3. R. Tzevi, P. Novakov, K. Troev, and D. M. Roundhill: J. Polym. Sci.: Part A: Polym. Chem. 35, 625(1997).

    Google Scholar 

  4. R. Tzevi, G. Todorova, K. Kossev, K. Troev, E. M. Georgiev, and D. M. Roundhill: Makromol. Chem. 194, 3261 (1993).

    Google Scholar 

  5. P. A. Aguinaga-Diaz and R. Z. Guzman: Sep. Sci. Technol. 31, 1483 (1996).

    Google Scholar 

  6. A. D. Pozzo, A. Vigo, and G. Donzelli: Makromol. Chem. 190, 2457 (1989).

    Google Scholar 

  7. M. Leonard and E. Dellacherie: Makromol. Chem. 189, 1809 (1988).

    Google Scholar 

  8. J. M. Harris, N. H. Hundley, T. G. Shannon, and E. C. Struck: J. Org. Chem. 47, 4789 (1982).

    Google Scholar 

  9. J. W. Long II, K. Kim, and R. W. Murray: J. Am. Chem. Soc. 119, 11510 (1997).

    Google Scholar 

  10. J. W. Cornforth, E. D. Morgan, K. T. Potts, and R. J. W. Rees; Tetrahedron 29, 1659 (1973).

    Google Scholar 

  11. Y. Shi and Z. Zhang: J. Chem. Soc., Chem. Com., 375 (1994).

  12. K. Araki, A. Yanagi, and S. Shinkai: Tetrahedron 49, 6763 (1993).

    Google Scholar 

  13. E. Nomura, H. Taniguchi, K. Kawaguchi, and Y. Otsuji: J. Org. Chem. 58, 4709 (1993).

    Google Scholar 

  14. R. D. Rogers, A. H. Bond, C. B. Bauer, J. Zhang, M. L. Jezl, D. M. Roden, S. D. Rein, and R. R. Chomko: Aqueous Biphasic Separations: Biomolecules to Metal Ions, R.D. Rogers and M. A. Eiteman (eds.), Plenum, New York (1995), pp. 1-20.

    Google Scholar 

  15. R. D. Rogers and J. Zhang: Ion Exchange and Solvent Extraction, J. A. Marinsky and Y. Marcus (eds.), Marcel Dekker, New York, 1997, Vol.13, Ch. 4, pp. 141-193.

    Google Scholar 

  16. R. D. Rogers, A. H. Bond, and C. B. Bauer: Sep. Sci. Technol. 28, 1091 (1993).

    Google Scholar 

  17. Y. Morzherin, D. M. Rudkevich, W. Verboom, and D. N. Reinhoudt: J. Org. Chem. 58, 7602 (1993).

    Google Scholar 

  18. E. M. Georgiev, N. Wolf, and D. M. Roundhill: Polyhedron 16, 1581 (1997).

    Google Scholar 

  19. A. T. Yordanov, O. M. Falana, H. F. Koch, and D. M. Roundhill: Inorg. Chem. 36, 6468 (1997).

    Google Scholar 

  20. A. T. Yordanov, J. T. Mague, and D. M. Roundhill: Inorg. Chem. 34, 5084 (1995).

    Google Scholar 

  21. H. Han and K. D. Janda: J. Am. Chem. Soc. 118, 2540 (1996).

    Google Scholar 

  22. R. Greenwald, A. Pendri, and D. Bolikal: J. Org. Chem. 60, 331 (1995).

    Google Scholar 

  23. D. M. Roundhill: Progr. Inorg. Chem. 43, 533 (1995).

    Google Scholar 

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Shen, J., Koch, H.F. & Roundhill, D.M. Synthesis and Characterization of Calix[4]arene Functionalized Poly(ethylene glycol) Derivatives. Journal of Inclusion Phenomena 38, 57–67 (2000). https://doi.org/10.1023/A:1008110906627

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  • DOI: https://doi.org/10.1023/A:1008110906627

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