Interactions with charged cyclodextrins and chiral recognition

Journal of Inclusion Phenomena

Volumn 41, Issue 1-4, 2001, Pages 41-47

  Kano, Koji ^a   Hasegawa, Hideki ^a  

^a DOSHISHA UNIVERSITY   (Japan)

Author keywords

Anionic cyclodextrin; Cationic cyclodextrin; Chiral recognition; Cooperative work; Coulomb interactions; Dehydration; Entropically favorable complexation

Indexed keywords

EID: 0035605610     PISSN: 09230750     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1014429907212     Document Type: Article

References (33)

1. 1. Y. Matsui and K. Mochida: Bull. Chem. Soc. Jpn. 52, 2808 (1979).
2. 2. R.I. Gelb, L.M. Schwartz, M. Radeos, and D.A. Laufer: J. Phys. Chem. 87, 3349 (1983).
3. 3. (a) P. Mu, T. Okada, N. Iwami, and Y. Matsui: Bull. Chem. Soc. Jpn. 66, 1924 (1993).
4. (b) P. Mu, M. Fujie, and Y. Matsui: Bull. Chem. Soc. Jpn. 66, 2984 (1993).
5. 4. Y. Matsui, E. Tanemura, and T. Nonomura: Bull. Chem. Soc. Jpn. 66, 2827 (1993).
6. 5. (a) Y. Inoue, T. Hakushi, Y. Liu, L.-H. Tong, B.-J. Shen, and D.-S. Jin: J. Am. Chem. Soc. 115, 475 (1993).
7. (b) Y. Inoue, Y. Liu, L.-H. Tong, B.-J. Shen, and D.-S. Jin: J. Am. Chem. Soc. 115 10637 (1993).
8. 6. L.A. Gadíez, L. Schwartz, C.M. Criss, and A.E. Kaifer: J. Phys. Chem. B 101, 3376 (1997).
9. 7. A. Cooper and D.D. MacNicol: J. Chem. Soc., Perkin Trans. 2, 760 (1978).
10. 8. I. Tabushi, Y. Kuroda, and T. Mizutani: J. Am. Chem. Soc. 108, 4514 (1986).
11. 9. (a) J.-M. Lehn: Angew. Chem. Int. Ed. Engl. 27, 89 (1988).
12. (b) H.-J. Schneider: Angew. Chem. Int. Ed. Engl. 30, 1417 (1991).
13. (c) H.-J. Schneider: Chem. Soc. Rev. 227 (1994).
14. 10. S.E. Brown, J.H. Coates, P.A. Duckworth, S.F. Lincoln, C.J. Easton, and B.L. May: J. Chem. Soc., Faraday Trans. 89, 1035 (1993).
15. 11. T. Kitae, T. Nakayama, and K. Kano: J. Chem. Soc., Perkin Trans. 2, 207 (1998).
16. 12. F. Guillo, B. Hamelin, L. Jullien, J. Canceil, J.-M. Lehn, L. De Robertis, and H. Driguez: Bull. Soc. Chim. Fr. 132, 857 (1995).
17. 13. B. Hamelin, L. Jullien, F. Guillo, J.-M. Lehn, A. Jardy, L. De Robertis, and H. Briguez: J. Phys. Chem. 99, 17877 (1995).
18. 14. A. Bianchi and E. García-España: In A. Bianchi, K. Bowman-James and E. García-España (eds.), Supramolecular Chemistry of Anions, Wiley-VCH, New York, 1997, p. 217.
19. 15. K. Kano, H. Hasegawa, and M. Miyamura: Chirality 13, 474 (2001).
20. 16. M.V. Rekharsky and Y. Inoue: Chem. Rev. 98, 1875 (1998).
21. 17. K. Kano, T. Kitae, Y. Shimofuri, N. Tanaka, and Y. Mineta: Chem. Eur. J. 6, 2705 (2000).
22. 18. K. Kano, N. Tanaka, H. Minamizono, and Y. Kawakita: Chem. Lett. 925 (1996).
23. 19. C. Bazzicalupi, A. Bencini, A. Bianchi, M. Cecchi, B. Escuder, V. Fusi, E. García-España, C. Giorgi, A.V. Luis, G. Maccagni, V. Marcelino, P. Paoletti, and B. Valtancoli: J. Am. Chem. Soc. 121, 6807 (1999).
24. 20. (a) M.N. Berberan-Santos, J. Canceill, J.-C. Brochon, L. Jullien, J.-M. Lehn, J. Pouget, P. Tauc, and B. Valeur: J. Am. Chem. Soc. 114, 6427 (1992).
25. (b) L. Jullien, J. Canceill, B. Valeur, E. Bardez, and J.-M. Lehn: Angew. Chem. Int. Ed. Engl. 33, 2438 (1994).
26. (c) M. Nowakowska, N. Loukine, D.M. Gravett, N.A. D. Burke, and J.E. Guillet: J. Am. Chem. Soc. 119, 4364 (1997).
27. 21. (a) K. Kano and H. Hasegawa: Chem. Lett. 698 (2000).
28. (b) K. Kano and H. Hasegawa: J. Am. Chem. Soc. 123, 10616 (2001).
29. 22. For example: S. Negi, K. Terai, K. Kano, and K. Nakamura: J. Chem. Res. (M), 3268 (1998).
30. 23. (a) S. Satyanarayana, J.C. Dabrowiak, and J.B. Chaires: Biochemistry 31, 9319 (1992).
31. (b) W.A. Kalsbeck, and H.H. Thorp: Inorg. Chem. 33, 3427 (1994).
32. 24. (a) S. Satyanarayana, J.C. Dabrowiak, and J.B. Chaires: Biochemistry 32, 2573 (1993).
33. (b) I. Haq, P. Lincoln, S. Suh, B. Norden, B.Z. Chowdhry, and J.B. Chairs: J. Am. Chem. Soc. 117, 4788 (1995).