Kinetic control of threading of cyclodextrins onto axle molecules

Journal of the American Chemical Society

Volumn 127, Issue 35, 2005, Pages 12186-12187

  Oshikiri, Tomoya ^a   Takashima, Yoshinori ^a   Yamaguchi, Hiroyasu ^a   Harada, Akira ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLODEXTRIN; PSEUDO[2]ROTAXANE; ROTAXANE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; COMPLEX FORMATION; KINETICS; MOLECULE; PROTON NUCLEAR MAGNETIC RESONANCE; TEMPERATURE;

EID: 24644447325     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja053532u     Document Type: Article

References (25)

1. (a) Sauvage, J.-P.; Dietrich-Buchecker, C. Molecular Catenanes, Rotaxanes and Knots; Wiley-VCH: Weinheim, Germany, 1999.
2. (b) Harada, A. Acc. Chem. Res. 2001, 34, 456-464.
3. (a) Balzani, V.; Credi, A.; Raymo, F. M.; Stoddart, J. F. Angew. Chem., Int. Ed. 2000, 39, 3348-3391.
4. (b) Bustamante, C.; Keller, D.; Oster, G. Acc. Chem. Res. 2001, 34, 412-420.
5. (c) Pease, A. R.; Jeppesen, J. O.; Stoddart, J. F.; Luo, Y.; Collier, C. P.; Heath, J. R. Acc. Chem. Res. 2001, 34, 433-443.
6. (d) Ballardini, R.; Balzani, V.; Credi, A.; Gandolfi, M. T.; Venturi, M. Acc. Chem. Res. 2001, 34, 444-455.
7. (e) Schalley, C. A.; Beizai, K.; Vogtle, Acc. Chem. Res. 2001, 34, 465-476.
8. (f) Collin, J.-P.; Dieerich-Buchecker, C.; Gavina, P.; Jimenez-Molero, M. C.; Sauvage, J.-P. Acc. Chem. Res. 2001, 34, 477-487.
9. (g) Feringa, B. L. Acc. Chem. Res. 2001, 34, 504-513.
10. (h) Kelly, T. R. Acc. Chem. Res. 2001, 34, 514-522.
11. Chang, T.; Heiss, A. M.; Cantrill, S. J.; Fyfe, M. C. T.; Pease, A. R.; Rowan, S. J. Stoddart, J. F.; White, A. J. P.; Williams D. J. Org. Lett. 2000, 2, 2947-2950.
12. (a) Ogino, H. J. Am. Chem. Soc. 1981, 103, 1303-1304.
13. (b) Harada, A. Adv. Polym. Sci. 1997, 133, 141-191.
14. (c) Stanier, C. A.; Alderman, S. J.; Claridge, T. D. W.; Anderson, H. L. Angew. Chem., Int. Ed. 2002, 41, 1769-1772.
15. (d) Onagi, H.; Blake, C. J.; Easton, C. J.; Lincoln, S. F. Chem.-Eur. J. 2003, 9, 5978-5988.
16. (a) Zhong, Z.; Ikeda, A.; Shinkai, S. J. Am. Chem. Soc. 1999, 121, 11906-11907.
17. (b) Arduini, A.; Ferdani, R.; Pochini, A.; Secchi, A.; Ugozzoli, A. Angew. Chem., Int. Ed. 2000, 39, 3453-3454.
18. (c) Arduini, A.; Calzavaeca, F.; Pochini, A.; Secchi, A. Chem.-Eur. J. 2003, 9, 793-799.
19. Kim, K. Chem. Soc. Rev. 2002, 31, 96-107.
20. In the general method in the preparation of CD-based rotaxanes or polyrotaxanes, the direction of CDs on the axle molecule is random. (a) Isnin, R.; Kaifer, A. E. J. Am. Chem. Soc. 1991, 113, 8188-8190.
21. (b) Miyake, K.; Yasuda, S.; Harada, A.; Sumaoka, J.; Komiyama, M.; Shigekawa, H. J. Am. Chem. Soc. 2003, 125, 5080-5085.
22. (c) Buston, J. E. H.; Young, J. R.; Anderson, H. L. Chem. Commn. 2000, 905-906.
23. (d) Park, J. W.; Song, H. J. Org Lett. 2004, 6, 4869-4872.
24. Kawaguchi, Y.; Harada, A. J. Am. Chem. Soc. 2000, 122, 3797-3798.
25. Wylie, R. S.; Macarhey, D. H. J. Am. Chem. Soc. 1992, 114, 3136-3138.