A supramolecular poly[3]pseudorotaxane by self-assembly of a homoditopic cylindrical bis(crown ether) host and a bisparaquat derivative

Chemical Communications

Volumn , Issue 13, 2005, Pages 1696-1698

  Huang, Feihe ^a   Gibson, Harry W ^a  

^a VIRGINIA POLYTECHNIC INSTITUTE AND STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BISPARAQUAT DERIVATIVE; CROWN ETHER DERIVATIVE; PARAQUAT; POLYMER; POLY[3]PSEUDOROTAXANE; ROTAXANE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; COMPLEX FORMATION; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STRUCTURE ANALYSIS; SUPRAMOLECULAR CHEMISTRY; SYNTHESIS; VISCOSITY;

EID: 17144412546     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b417966h     Document Type: Article

References (31)

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13. C. Gong, P. B. Balanda and H. W. Gibson, Macromolecules, 1998, 31, 5278-5289; T. Zhao, H. W. Beckham and H. W. Gibson, Macromolecules, 2003, 36, 4833-4837; T. J. Kidd, T. J. A. Loontjens, D. A. Leigh and J. K. Y. Wong, Angew. Chem., Int. Ed., 2003, 42, 3379-3383; M. Okada and A. Harada, Org. Lett., 2004, 6, 361-364.
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15. C.-A. Fustin, C. Bailly, G. J. Clarkson, P. De Groote, T. H. Galow, D. A. Leigh, D. Robertson, A. M. Z. Slawin and J. K. Y. Wong, J. Am. Chem. Soc., 2003, 125, 2200-2207; C.-A. Fustin, C. Bailly, G. J. Clarkson, T. H. Galow and D. A. Leigh, Macromolecules, 2004, 37, 66-70; H. W. Gibson, D. S. Nagvekar, N. Yamaguchi, S. Bhattacharjee, H. Wang, M. J. Vergne and D. M. Hercules, Macromolecules, 2004, 37, 7514-7529.
16. C.-A. Fustin, C. Bailly, G. J. Clarkson, P. De Groote, T. H. Galow, D. A. Leigh, D. Robertson, A. M. Z. Slawin and J. K. Y. Wong, J. Am. Chem. Soc., 2003, 125, 2200-2207; C.-A. Fustin, C. Bailly, G. J. Clarkson, T. H. Galow and D. A. Leigh, Macromolecules, 2004, 37, 66-70; H. W. Gibson, D. S. Nagvekar, N. Yamaguchi, S. Bhattacharjee, H. Wang, M. J. Vergne and D. M. Hercules, Macromolecules, 2004, 37, 7514-7529.
17. Reviews on interlocked macromolecules: C. Gong and H. W. Gibson, Curr. Opin. Solid St. Mater. Sci., 1997, 2, 647-652; F. M. Raymo and J. F. Stoddart, Chem. Rev., 1999, 99, 1643-1663; E. Mahan and H. W. Gibson, in Cyclic Polymers, 2nd edn., ed. J. A. Semlyen, Kluwer Publishers, Dordrecht, 2000, pp. 415-560; L. Carlucci, G. Ciani and D. M. Proserpio, Coord. Chem. Rev., 2003, 246, 247-289.
18. Reviews on interlocked macromolecules: C. Gong and H. W. Gibson, Curr. Opin. Solid St. Mater. Sci., 1997, 2, 647-652; F. M. Raymo and J. F. Stoddart, Chem. Rev., 1999, 99, 1643-1663; E. Mahan and H. W. Gibson, in Cyclic Polymers, 2nd edn., ed. J. A. Semlyen, Kluwer Publishers, Dordrecht, 2000, pp. 415-560; L. Carlucci, G. Ciani and D. M. Proserpio, Coord. Chem. Rev., 2003, 246, 247-289.
19. Reviews on interlocked macromolecules: C. Gong and H. W. Gibson, Curr. Opin. Solid St. Mater. Sci., 1997, 2, 647-652; F. M. Raymo and J. F. Stoddart, Chem. Rev., 1999, 99, 1643-1663; E. Mahan and H. W. Gibson, in Cyclic Polymers, 2nd edn., ed. J. A. Semlyen, Kluwer Publishers, Dordrecht, 2000, pp. 415-560; L. Carlucci, G. Ciani and D. M. Proserpio, Coord. Chem. Rev., 2003, 246, 247-289.
20. Reviews on interlocked macromolecules: C. Gong and H. W. Gibson, Curr. Opin. Solid St. Mater. Sci., 1997, 2, 647-652; F. M. Raymo and J. F. Stoddart, Chem. Rev., 1999, 99, 1643-1663; E. Mahan and H. W. Gibson, in Cyclic Polymers, 2nd edn., ed. J. A. Semlyen, Kluwer Publishers, Dordrecht, 2000, pp. 415-560; L. Carlucci, G. Ciani and D. M. Proserpio, Coord. Chem. Rev., 2003, 246, 247-289.
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23. 9
24. 9
25. F. Huang, F. R. Fronczek and H. W. Gibson, J. Am. Chem. Soc., 2003, 125, 9272-9273.
26. Viscosity effects in other one-dimensional (linear) supramolecular polymers: N. Yamaguchi, D. S. Nagvekar and H. W. Gibson, Angew. Chem., Int. Ed., 1998, 37, 2361-2364; H. W. Gibson, N. Yamaguchi and J. W. Jones, J. Am. Chem. Soc., 2003, 125, 3522-3533.
27. Viscosity effects in other one-dimensional (linear) supramolecular polymers: N. Yamaguchi, D. S. Nagvekar and H. W. Gibson, Angew. Chem., Int. Ed., 1998, 37, 2361-2364; H. W. Gibson, N. Yamaguchi and J. W. Jones, J. Am. Chem. Soc., 2003, 125, 3522-3533.
28. R. C. Helgeson, T. L. Tarnowski, J. M. Timko and D. J. Cram, J. Am. Chem. Soc., 1977, 99, 6411-6418.
29. One example of this kind of polyelectrolyte is the sodium salt of poly(acrylic acid). In very dilute solutions, ionic species on polyelectrolyte chains repel each other, increasing the chain rigidity and expanding the polymer coil, with consequent increase in the viscosity. For more details, see: H.-G. Elias, Macromolecules, Plenum, New York, 1984, vol. 1, pp. 354-355.
30. 3 solution of 0.0500 M tetrabutylammonium hexafluorophsphate versus monomer concentration yielded a linear plot with the slope of 2.09, indicating the formation of supramolecular polymer 4 from homoditopic monomers 1 and 3. For other examples, see: S. H. M. Söntjens, R. P. Sijbesma, M. H. P. van Genderen and E. W. Meijer, Macromolecules, 2001, 34, 3815-3818; A. T. ten Cate, H. Kooijman, A. L. Spek, R. P. Sijbesma and E. W. Meijer, J. Am. Chem. Soc., 2004, 126, 3801-3808.
31. 3 solution of 0.0500 M tetrabutylammonium hexafluorophsphate versus monomer concentration yielded a linear plot with the slope of 2.09, indicating the formation of supramolecular polymer 4 from homoditopic monomers 1 and 3. For other examples, see: S. H. M. Söntjens, R. P. Sijbesma, M. H. P. van Genderen and E. W. Meijer, Macromolecules, 2001, 34, 3815-3818; A. T. ten Cate, H. Kooijman, A. L. Spek, R. P. Sijbesma and E. W. Meijer, J. Am. Chem. Soc., 2004, 126, 3801-3808.