Anion recognition by 1,3-benzenedisulfonamide derivatives bearing phenolic hydroxy groups in MeCN-d3

Bulletin of the Chemical Society of Japan

Volumn 78, Issue 7, 2005, Pages 1348-1350

  Kondo, Shin Ichi ^a   Suzuki, Takashi ^a   Toyama, Takuya ^a   Yano, Yumihiko ^a  

^a GUNMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CHLORINE; DERIVATIVES; PHENOLS;

2-AMINOPHENOLS; BENZENEDISULFOAMIDE DERIVATIVES; CHLORIDE ANIONS;

NEGATIVE IONS;

ANION; BENZENE DERIVATIVE; CHLORIDE ION; HALIDE; HYDROXYL GROUP; N,N' BIS(2 HYDROXYPHENYL)BENZENE 1,3 DISULFONAMIDE; N,N' BIS(5 CHLORO 2 HYDROXYPHENYL)BENZENE 1,3 DISULFONAMIDE; SULFONAMIDE; UNCLASSIFIED DRUG;

ARTICLE; BINDING SITE; CHEMICAL STRUCTURE; MOLECULAR RECOGNITION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; TITRIMETRY;

EID: 23244446586     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.78.1348     Document Type: Article

References (27)

1. a) A. Bianchi, K. Bowman-James, and E. Garcia-Espana, "Supramolecular Chemistry of Anions," Wiley-VCH, New York (1997).
2. For recent reviews: b) J.-M. Lehn, Angew. Chem., Int. Ed. Engl., 27, 89 (1988).
3. c) F. P. Schmidtchen and M. Berger, Chem. Rev., 97, 1609 (1997).
4. d) M. M. G. Antonisse and D. N. Reinhoudt, Chem. Commun., 1998, 443.
5. e) P. A. Gale, Coord. Chem. Rev., 199, 181 (2000).
6. f) P. D. Beer and P. A. Gale, Angew. Chem., Int. Ed., 40, 486 (2001).
7. S. Kondo, T. Suzuki, and Y. Yano, Tetrahedron Lett., 43, 7059 (2002).
8. F. G. Bordwell, Acc. Chem. Res., 21, 456 (1988), and references cited therein.
9. C. S. Wilcox, E.-I. Kim, D. Romano, L. H. Kuo, A. L. Burt, and D. P. Curran, Tetrahedron, 51, 621 (1995).
10. a) R. Dutzler, E. B. Campbell, M. Cadene, B. T. Chait, and R. MacKinnon, Nature, 415, 287 (2002).
11. b) R. Dutzler, E. B. Campbell, and R. MacKinnon, Science, 300, 108 (2003).
12. a) R. P. Taylor and I. D. Kuntz, Jr., J. Phys. Chem., 74, 4573 (1970).
13. b) K. Manabe, K. Okamura, T. Date, and K. Koga, J. Am. Chem. Soc., 114, 6940 (1992).
14. c) P. D. Beer, S. W. Dent, and T. J. Wear, J. Chem. Soc., Dalton Trans., 1996, 2341.
15. d) K.-S. Jeong, K.-M. Hahn, and Y. L. Cho, Tetrahedron Lett., 39, 3779 (1998).
16. e) H. Yoshida, K. Saigo, and K. Hiratani, Chem. Lett., 2000, 116.
17. f) K. H. Lee, D. H. Lee, and J.-I. Hong, Tetrahedron Lett., 42, 5447 (2001).
18. g) C. Lee, D. H. Lee, and J.-I. Hong, Tetrahedron Lett., 42, 8665 (2001).
19. h) H. Miyaji and J. L. Sessler, Angew. Chem., Int. Ed., 40, 154 (2001).
20. i) D. K. Smith, Org. Biomol. Chem., 1, 3874 (2003).
21. j) H. Tong, L. Wang, X. Jing, and F. Wang, Macromolecules, 36, 2584 (2003).
22. k) X. Zhang, L. Guo, F.-Y. Wu, and Y.-B. Jiang, Org. Lett., 5, 2667 (2003).
23. l) K. Hiratani, N. Sakamoto, N. Kameta, M. Karikomi, and Y. Nagawa, Chem. Commun., 2004, 1474.
24. a) K. Kavallieratos, C. M. Bertao, and R. H. Crabtree, J. Org. Chem., 64, 1675 (1999).
25. b) K. Kavallieratos and B. A. Moyer, Chem. Commun., 2001, 1620.
26. K. K. Andersen, G. Gowda, L. Jewell, P. McGraw, and B. T. Phillips, J. Org. Chem., 47, 1884 (1982).
27. - were calculated by non-linear curve fitting to a 1:2 binding isotherm according to the literature: A. P. Bisson, C. A. Hunter, J. C. Morales, and K. Young, Chem.-Eur. J., 4, 845 (1998).