Selective encapsulation of chloride ions within novel cage host complexes in the presence of equimolar amounts of chloride and bromide ions

Chemistry - A European Journal

Volumn 7, Issue 23, 2001, Pages 5094-5098

  Ichikawa, Kazuhiko ^a   Izumi, Mitunori ^a   Goto, Daiju ^a   Ito, Naohito ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

Cage compounds; Hofmeister sequence; Macrotricycles; Receptors; Selectivity

Indexed keywords

ACETONITRILE; BROMINE COMPOUNDS; COMPLEXATION; GIBBS FREE ENERGY; NEGATIVE IONS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

SELECTIVE ENCAPSULATION;

CHLORINE COMPOUNDS;

BROMIDE; CHLORIDE ION; MACROCYCLIC COMPOUND;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; ENCAPSULATION; ENERGY; MOLECULAR INTERACTION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SOLVATION; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS; THERMODYNAMICS;

ANIONS; BROMINE; CHLORINE; IONOPHORES; MAGNETIC RESONANCE SPECTROSCOPY; MEMBRANES, ARTIFICIAL; SENSITIVITY AND SPECIFICITY;

EID: 0035802944     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3765(20011203)7:23<5094::AID-CHEM5094>3.0.CO;2-F     Document Type: Article

References (50)

1. Supramolecular Chemistry of Anions (Eds.: A. Bianchi, K. Bowman-James, E. Garcia-Espana), Wiley-VCH, New York, 1997.
2. F. P. Schmidtchen, M. Berger, Chem. Rev. 1997, 97, 160.
3. J.-M. Lehn, Supramolecular Chemistry, VCH, Weinheim, 1995.
4. P. A. Gale, Coord. Chem. Rev. 2000, 199, 181.
5. For polymacrocyclic quaternary ammonium or zwitterion-modified quaternary ammonium receptors, see F. P. Schmidtchen, Angew. Chem. 1977, 89, 751;
6. Angew. Chem. Int. Ed. Engl. 1977, 16, 720;
7. b) K. Worm, F. P. Schmidtchen, A. Schier, A. Shafer, M. Hesse, Angew. Chem. 1994, 106, 360;
8. Angew. Chem. Int. Ed. Engl. 1994, 33, 327;
9. c) K. Ichikawa, Md. A. Hossam, Chem. Commun. 1996, 1721.
10. For calix[4,6]arene or pyrrole-derived receptors, see: M. Scherer, J. L. Sessler, A. Gebauer, V. Lynch, Chem. Commun. 1998, 85;
11. b) P. A. Gale, L. J. Twyman, C. I. Handlin, J. L. Sessler, Chem. Commun. 1999, 1851;
12. c) G. Cafeo, F. H. Kohnke, G. L. La Torre, A. J. P. White, D. J. Williams, Chem. Commun. 2000, 1207;
13. d) P. D. Beer, M. G. B. Drew, K. Gradwell, J. Chem. Soc. Perkin Trans. 2 2000, 511.
14. For cryptate-derived receptors, see: E. Graf, J.-M. Lehn, J. Am. Chem. Soc. 1976, 98, 6403;
15. b) J.-P. Kintzinger, J.-M. Lehn, E. Kauffmann, J. L. Dye, A. I. Popov, J. Am. Chem. Soc. 1983, 105, 7549;
16. c) S. Mason, J. M. Llinares, M. Morton, T. Clifford, K. Bowman-James, J. Am. Chem. Soc. 2000, 122, 1814.
17. For protonated macrocyclic receptors, see: C. H. Park, H. E. Simmons, J. Am. Chem. Soc. 1968, 90, 2431;
18. b) B. Dietrich, J.-M. Lehn, J. Guilhem, C. Pascard, Tetrahedron Lett. 1989, 30, 4125;
19. c) S. Boudon, A. Decian, J. Fischer, M. W. Hosseini, J.-M. Lehn, G. Wipff, J. Coord. Chem. 1991, 23, 113;
20. d) J. L. Sessler, S. J. Weghorn, T. Morishima, M. Rosingana, V. Lynch, V. Lee, J. Am. Chem. Soc. 1992, 114, 8306;
21. e) H. Furuta, T. Morishima, V. Krai, J. L. Sessler, Supramol. Chem. 1993, 3, 5;
22. f) J. L. Sessler, M. Cyr, H. Furuta, V. Král, T. Mody, T. Morishima, M. Shionoya, S. Weghorn, Pure Appl. Chem. 1993, 65, 393;
23. g) J. L. Sessler, S. J. Weghorn, V. Lynch, M. R. Johnson, Angew. Chem. 1994, 106, 1572;
24. Angew. Chem. Int. Ed. Engl. 1994, 33, 1509.
25. - with NH: P. D. Beer, D. Hesek, J. Hodacova, S. E. Stokes, J. Chem. Soc. Chem. Commun. 1992, 270;
26. b) J. Scheerder, M. Fochi, J. F. J. Engbersen, D. N. Reinhoudt, J. Org. Chem. 1994, 59, 7815;
27. c) P. D. Beer, Chem. Commun. 1996, 689;
28. d) A. P. Davis, J. F. Gilmer, J. J. Perry, Angew. Chem. 1996, 108, 1410;
29. Angew. Chem. Int. Ed. Engl. 1996, 35, 1312;
30. e) K. P. Xiao, P. Bühlmann, S. Nishizawa, S. Amemiya, Y. Umezawa, Anal. Chem. 1997, 69, 1038;
31. f) R. C. Jagessar, D. H. Burns, Chem. Commun. 1997, 1685;
32. g) A. P. Davis, J. J. Perry, R. P. Williams, J. Am. Chem. Soc. 1997, 119, 1793.
33. For metal- and metalloid-derived receptors: M. E. Jung, H. Xia, Tetrahedron Lett. 1988, 29, 297;
34. b) M. Newcomb, J. H. Horner, M. T. Blanda, P. J. Squattrito, J. Am. Chem. Soc. 1989, 111, 6294;
35. c) K. Jurkschat, H. G. Kuivila, S. Liu, J. A. Zubieta, Organometallics 1989, 8, 2755;
36. d) M. T. Blanda, M. Newcomb, Tetrahedron Lett. 1989, 27, 3501;
37. e) X. Yang, C. B. Knobler, M. F. Hawthorne, J. Am. Chem. Soc. 1992, 114, 380;
38. f) S. Jacobson, R. Pizer, J. Am. Chem. Soc. 1993, 115, 11216;
39. g) R. Vilar, D. M. P. Mingos, A. J. P. White, D. J. Williams, Angew. Chem. 1998, 110, 1323;
40. Angew. Chem. Int. Ed. 1998, 37, 1258.
41. Y. Marcus, Ion Salvation, Wiley, New York, 1985.
42. N. Ito, M. Izumi, K. Ichikawa, M. Shiro, Chem. Lett. 1999, 1001.
43. K. Ichikawa, M. Yamada, N. Ito, Chem. Eur. J. 1998, 4, 914.
44. F. P. Schmidtchen, G. Müller, J. Chem. Soc. Chem. Commun. 1984, 1115.
45. R. A. Edwards, O. P. Gladkikh, M. Nieuwenhuyzen, C. J. Wilkins, Z. Kristallogr. 1999, 214, 111.
46. G. A. Jeffrey, W. Saenger, Hydrogen Bonding in Biological Structures, Springer-Verlag, Berlin, 1991.
47. G. Wipff, J.-M. Wurtz, New J. Chem. 1989, 13, 807.
48. U. Burkert, N. Allinger, Molecular Mechanics, ACS, Washington, D.C., 1982.
49. K. Ichikawa, M. A. Hossain, T. Tamura, N. Kamo, Supramol. Chem. 1995, 5, 219.
50. H. Ohnuki, N. Ito, K. Ichikawa, M. Kataoka, Electrochem. 2000, 69, 187.