Polyslipping: A new approach to polyrotaxane-like assemblies

Chemistry Letters

Volumn , Issue 8, 2001, Pages 774-775

  Sohgawa, Yow Hei ^a   Fujimori, Hiroki ^a   Shoji, Junko ^a   Furusho, Yoshio ^a   Kihara, Nobuhiro ^a   Takata, Toshikazu ^a  

^a Osaka Prefecture University   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0035538656     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2001.774     Document Type: Article

References (15)

1. a) G. Schill, "Catenaries, Rotaxanes, and Knots," Academic Press, New York (1971).
2. b) J.-C. Chambron and J.-P. Sauvage, Top. Curr. Chem., 165, 131 (1993).
3. c) D. B. Amabilino and J. F. Stoddart, Chem. Rev., 95, 2725 (1995).
4. d) E. G. Gillard, F. M. Raymo, and J. F. Stoddart, Chem. Eur. J., 3, 1933 (1997).
5. e) R. Jäger and F. Vögtle, Angew. Chem., Int. Ed. Engl., 36, 930 (1997).
6. f) "Molecular Catenanes, Rotaxanes and Knots," ed. by J.-P. Sauvage and C. O. Dietrich-Buchecker, John Wiley & Sons, New York (1999).
7. P. R. Ashton, I. Baxter, M. C. T. Fyfe, F. M. Raymo, N. Spencer, J. F. Stoddart, A. J. P. White, and D. J. Williams, J. Am. Chem. Soc., 120, 2297 (1998) and references cited therein.
8. 2a In this context, we use the term "rotaxane-like assembly" for rotaxane at lower temperatures.
9. Gibson et al. have recently reported the formation of supramolecular polymers from homoditopic crown ethers and secondary ammonium salts. These assemblies are trivial pseudopolyrotaxanes, since they do not have any endcaps. N. Yamaguchi and H. W. Gibson, Angew. Chem. Int. Ed., 38, 143 (1999).
10. 2), 1.74-1.62 (m, 12H, c-Hex-H), 1.33-0.92 (m, 10H,c-Hex-H).
11. 2), 1.58-0.76 (m, 22H, ax-c-Hex).
12. C=O).
13. The DP was calculated by comparing the signal area of the aromatic protons of the "uncomplexed" ammonium moiety of 1 with that of TMS as an internal standard. The DP was estimated to be larger than expected from the model experiment. This is due to the fact that 5 has an acylamino substituent on the DB24C8 moiety, which increases its complexation ability towards secondary ammonium salts; see, P. R. Ashton, M. C. T. Fyfe, S. K. Hickingbottom, J. F. Stoddart, A. J. P. White, and D. J. Williams, J. Chem. Soc., Perkin 2, 1998, 2117.
14. For examples of cyclic oligorotaxanes, see, a) S. J. Rowan, S. J. Cantrill, J. F. Stoddart, A. J. P. White, and D. J. Williams, Org. Lett., 2, 759 (2000).
15. b) T. Hoshino, M. Miyauchi, Y. Kawaguchi, H. Yamaguchi, and A. Harada, J. Am. Chem. Soc., 122, 9876 (2000).