A supramolecular triarm star polymer from a homotritopic tris(Crown Ether) host and a complementary monotopic paraquat-terminated polystyrene guest by a supramolecular coupling method

Journal of the American Chemical Society

Volumn 127, Issue 2, 2005, Pages 484-485

  Huang, Feihe ^a   Nagvekar, Devdatt S ^a   Slebodnick, Carla ^a   Gibson, Harry W ^a  

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

Author keywords

[No Author keywords available]

Indexed keywords

CROWN ETHER; POLYMER; POLYSTYRENE;

ARTICLE; CHEMICAL REACTION; COMPLEX FORMATION; COUPLING METHOD; STOICHIOMETRY; VISCOSITY;

EID: 12944298800     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0438516     Document Type: Article

References (36)

1. Reviews: Mahan, E.; Gibson, H. W. In Cyclic Polymers, 2nd ed.; Semlyen, J. A., Ed.; Kluwer Publishers: Dordrecht, 2000; pp 415-560. Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4098. Schmuck, C.; Wienand, W. Angew. Chem., Int. Ed. 2001, 40, 4363-4369. Lehn, J.-M. Polym. Int. 2002, 51, 825-839. Schubert, U. S.; Eschbaumer, C. Angew. Chem., Int. Ed. 2002, 41, 2892-2926. Carlucci, L.; Ciani, G.; Proserpio, D. M. Coord. Chem. Rev. 2003, 246, 247-289.
2. Reviews: Mahan, E.; Gibson, H. W. In Cyclic Polymers, 2nd ed.; Semlyen, J. A., Ed.; Kluwer Publishers: Dordrecht, 2000; pp 415-560. Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4098. Schmuck, C.; Wienand, W. Angew. Chem., Int. Ed. 2001, 40, 4363-4369. Lehn, J.-M. Polym. Int. 2002, 51, 825-839. Schubert, U. S.; Eschbaumer, C. Angew. Chem., Int. Ed. 2002, 41, 2892-2926. Carlucci, L.; Ciani, G.; Proserpio, D. M. Coord. Chem. Rev. 2003, 246, 247-289.
3. Reviews: Mahan, E.; Gibson, H. W. In Cyclic Polymers, 2nd ed.; Semlyen, J. A., Ed.; Kluwer Publishers: Dordrecht, 2000; pp 415-560. Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4098. Schmuck, C.; Wienand, W. Angew. Chem., Int. Ed. 2001, 40, 4363-4369. Lehn, J.-M. Polym. Int. 2002, 51, 825-839. Schubert, U. S.; Eschbaumer, C. Angew. Chem., Int. Ed. 2002, 41, 2892-2926. Carlucci, L.; Ciani, G.; Proserpio, D. M. Coord. Chem. Rev. 2003, 246, 247-289.
4. Reviews: Mahan, E.; Gibson, H. W. In Cyclic Polymers, 2nd ed.; Semlyen, J. A., Ed.; Kluwer Publishers: Dordrecht, 2000; pp 415-560. Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4098. Schmuck, C.; Wienand, W. Angew. Chem., Int. Ed. 2001, 40, 4363-4369. Lehn, J.-M. Polym. Int. 2002, 51, 825-839. Schubert, U. S.; Eschbaumer, C. Angew. Chem., Int. Ed. 2002, 41, 2892-2926. Carlucci, L.; Ciani, G.; Proserpio, D. M. Coord. Chem. Rev. 2003, 246, 247-289.
5. Reviews: Mahan, E.; Gibson, H. W. In Cyclic Polymers, 2nd ed.; Semlyen, J. A., Ed.; Kluwer Publishers: Dordrecht, 2000; pp 415-560. Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4098. Schmuck, C.; Wienand, W. Angew. Chem., Int. Ed. 2001, 40, 4363-4369. Lehn, J.-M. Polym. Int. 2002, 51, 825-839. Schubert, U. S.; Eschbaumer, C. Angew. Chem., Int. Ed. 2002, 41, 2892-2926. Carlucci, L.; Ciani, G.; Proserpio, D. M. Coord. Chem. Rev. 2003, 246, 247-289.
6. Reviews: Mahan, E.; Gibson, H. W. In Cyclic Polymers, 2nd ed.; Semlyen, J. A., Ed.; Kluwer Publishers: Dordrecht, 2000; pp 415-560. Brunsveld, L.; Folmer, B. J. B.; Meijer, E. W.; Sijbesma, R. P. Chem. Rev. 2001, 101, 4071-4098. Schmuck, C.; Wienand, W. Angew. Chem., Int. Ed. 2001, 40, 4363-4369. Lehn, J.-M. Polym. Int. 2002, 51, 825-839. Schubert, U. S.; Eschbaumer, C. Angew. Chem., Int. Ed. 2002, 41, 2892-2926. Carlucci, L.; Ciani, G.; Proserpio, D. M. Coord. Chem. Rev. 2003, 246, 247-289.
7. Gibson, H. W.; Yamaguchi, N.; Hamilton, L.; Jones, J. W. J. Am. Chem. Soc. 2002, 124, 4653-4665.
8. Jones, J. W.; Bryant, W. S.; Bosman, A. W.; Janssen, R. A. J.; Meijer, E. W.; Gibson, H. W. J. Org. Chem. 2003, 68, 2385-2389. Newkome, G. R.; Kim, H. J.; Choi, K. H.; Moorefield, C. N. Macromolecules 2004 37, 6268-6274. Beil, J. B.; Zimmerman, S. C. Chem. Commun. 2004, 5, 488-489. Pittelkow, M.; Christensen, J. B.; Meijer, E. W. J. Polym. Sci., Part A: Polym. Chem. 2004, 42, 3792-3799.
9. Jones, J. W.; Bryant, W. S.; Bosman, A. W.; Janssen, R. A. J.; Meijer, E. W.; Gibson, H. W. J. Org. Chem. 2003, 68, 2385-2389. Newkome, G. R.; Kim, H. J.; Choi, K. H.; Moorefield, C. N. Macromolecules 2004 37, 6268-6274. Beil, J. B.; Zimmerman, S. C. Chem. Commun. 2004, 5, 488-489. Pittelkow, M.; Christensen, J. B.; Meijer, E. W. J. Polym. Sci., Part A: Polym. Chem. 2004, 42, 3792-3799.
10. Jones, J. W.; Bryant, W. S.; Bosman, A. W.; Janssen, R. A. J.; Meijer, E. W.; Gibson, H. W. J. Org. Chem. 2003, 68, 2385-2389. Newkome, G. R.; Kim, H. J.; Choi, K. H.; Moorefield, C. N. Macromolecules 2004 37, 6268-6274. Beil, J. B.; Zimmerman, S. C. Chem. Commun. 2004, 5, 488-489. Pittelkow, M.; Christensen, J. B.; Meijer, E. W. J. Polym. Sci., Part A: Polym. Chem. 2004, 42, 3792-3799.
11. Jones, J. W.; Bryant, W. S.; Bosman, A. W.; Janssen, R. A. J.; Meijer, E. W.; Gibson, H. W. J. Org. Chem. 2003, 68, 2385-2389. Newkome, G. R.; Kim, H. J.; Choi, K. H.; Moorefield, C. N. Macromolecules 2004 37, 6268-6274. Beil, J. B.; Zimmerman, S. C. Chem. Commun. 2004, 5, 488-489. Pittelkow, M.; Christensen, J. B.; Meijer, E. W. J. Polym. Sci., Part A: Polym. Chem. 2004, 42, 3792-3799.
12. Huang, F.; Gibson, H. W. J. Am. Chem. Soc. 2004, 126, 14738-14739.
13. (a) Yamaguchi, N.; Nagvekar, D. S.; Gibson, H. W. Angew. Chem., Int. Ed. 1998, 37, 2361-2364.
14. (b) Gibson, H. W.; Yamaguchi, N.; Jones, J. W. J. Am. Chem. Soc. 2003, 125, 3522-3533.
15. (c) ten Cate, A. T.; Kooijman, H.; Spek, A. L.; Sijbesma, R. P.; Meijer, E. W. J. Am. Chem. Soc. 2004, 126, 3801-3808.
16. (d) Yelamaggad, C. V.; Achalkumar, A. S.; Rao, D. S. S.; Prasad, S. K. J. Am. Chem. Soc. 2004, 126, 6506-6507.
17. (e) Kim, H. J.; Zin, W. C.; Lee, M. J. Am. Chem. Soc. 2004, 126, 7009-7014.
18. Reviews: (a) Inoue, K. Prog. Polym. Sci. 2000, 25, 453-571. (b) Hadjichristidis, N.; Pitsikalis, M.; Pispas, S.; Iatrou, H. Chem. Rev. 2001, 101, 3747-3792.
19. Reviews: (a) Inoue, K. Prog. Polym. Sci. 2000, 25, 453-571. (b) Hadjichristidis, N.; Pitsikalis, M.; Pispas, S.; Iatrou, H. Chem. Rev. 2001, 101, 3747-3792.
20. Recent publications: Robello, D. R.; Yamaguchi, N.; Blanton, T.; Barnes, C. J. Am. Chem. Soc. 2004, 126, 8118-8119. Du, J.; Chen, Y. Macromolecules 2004, 37, 3588-3594. Switek, K. A.; Bates, F. S.; Hillmyer, M. A. Macromolecules 2004, 37, 6355-6361. Woodward, C. E.; Forsman, J. Macromolecules 2004, 37, 7034-7041.
21. Recent publications: Robello, D. R.; Yamaguchi, N.; Blanton, T.; Barnes, C. J. Am. Chem. Soc. 2004, 126, 8118-8119. Du, J.; Chen, Y. Macromolecules 2004, 37, 3588-3594. Switek, K. A.; Bates, F. S.; Hillmyer, M. A. Macromolecules 2004, 37, 6355-6361. Woodward, C. E.; Forsman, J. Macromolecules 2004, 37, 7034-7041.
22. Recent publications: Robello, D. R.; Yamaguchi, N.; Blanton, T.; Barnes, C. J. Am. Chem. Soc. 2004, 126, 8118-8119. Du, J.; Chen, Y. Macromolecules 2004, 37, 3588-3594. Switek, K. A.; Bates, F. S.; Hillmyer, M. A. Macromolecules 2004, 37, 6355-6361. Woodward, C. E.; Forsman, J. Macromolecules 2004, 37, 7034-7041.
23. Recent publications: Robello, D. R.; Yamaguchi, N.; Blanton, T.; Barnes, C. J. Am. Chem. Soc. 2004, 126, 8118-8119. Du, J.; Chen, Y. Macromolecules 2004, 37, 3588-3594. Switek, K. A.; Bates, F. S.; Hillmyer, M. A. Macromolecules 2004, 37, 6355-6361. Woodward, C. E.; Forsman, J. Macromolecules 2004, 37, 7034-7041.
24. Recently supramolecular star and dendritic polymers based on metal coordination have been reported (Johnson, R. M.; Fraser, C. L. Macromolecules 2004, 37, 2718-2727. Andres, P. R.; Schubert, U. S. Adv. Mater. 2004, 16, 1043-1068). However, one advantage of our system here is that it can be converted into a mechanically interlocked rotaxane-type structure.
25. Recently supramolecular star and dendritic polymers based on metal coordination have been reported (Johnson, R. M.; Fraser, C. L. Macromolecules 2004, 37, 2718-2727. Andres, P. R.; Schubert, U. S. Adv. Mater. 2004, 16, 1043-1068). However, one advantage of our system here is that it can be converted into a mechanically interlocked rotaxane-type structure.
26. Allwood, B. L.; Spencer, N.; Shahriari-Zavareh, H.; Stoddart, J. F.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1987, 1058-1061. Bryant, W. S.; Jones, J. W.; Mason, P. E.; Guzei, I. A.; Rheingold, A. L.; Nagvekar, D. S.; Gibson, H. W. Org. Lett. 1999, 1, 1001-1004. Huang, F.; Fronczek, F. R.; Gibson, H. W. Chem. Commun. 2003, 1480-1481.
27. Allwood, B. L.; Spencer, N.; Shahriari-Zavareh, H.; Stoddart, J. F.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1987, 1058-1061. Bryant, W. S.; Jones, J. W.; Mason, P. E.; Guzei, I. A.; Rheingold, A. L.; Nagvekar, D. S.; Gibson, H. W. Org. Lett. 1999, 1, 1001-1004. Huang, F.; Fronczek, F. R.; Gibson, H. W. Chem. Commun. 2003, 1480-1481.
28. Allwood, B. L.; Spencer, N.; Shahriari-Zavareh, H.; Stoddart, J. F.; Williams, D. J. J. Chem. Soc., Chem. Commun. 1987, 1058-1061. Bryant, W. S.; Jones, J. W.; Mason, P. E.; Guzei, I. A.; Rheingold, A. L.; Nagvekar, D. S.; Gibson, H. W. Org. Lett. 1999, 1, 1001-1004. Huang, F.; Fronczek, F. R.; Gibson, H. W. Chem. Commun. 2003, 1480-1481.
29. Hawker, C. J.; Bosman, A. W.; Harth, E. Chem. Rev. 2001, 101, 3661-3688.
30. Gibson, H. W.; Nagvekar, D. S.; Yamaguchi, N.; Wang, F.; Bryant, W. S. J. Org. Chem. 1997, 62, 4798-4803.
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32. Marshall, A. G. Biophysical Chemistry; J. Wiley and Sons: New York, 1978; pp 70-77. Freifelder, D. M. Physical Biochemistry; W. H. Freeman and Co.: New York, 1982; pp 659-660. Connors, K. A. Binding Constants; J. Wiley and Sons: New York, 1987; pp 78-86.
33. Marshall, A. G. Biophysical Chemistry; J. Wiley and Sons: New York, 1978; pp 70-77. Freifelder, D. M. Physical Biochemistry; W. H. Freeman and Co.: New York, 1982; pp 659-660. Connors, K. A. Binding Constants; J. Wiley and Sons: New York, 1987; pp 78-86.
34. Marshall, A. G. Biophysical Chemistry; J. Wiley and Sons: New York, 1978; pp 70-77. Freifelder, D. M. Physical Biochemistry; W. H. Freeman and Co.: New York, 1982; pp 659-660. Connors, K. A. Binding Constants; J. Wiley and Sons: New York, 1987; pp 78-86.
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