Facilitated sulfate transfer across the nitrobenzene-water interface as mediated by hydrogen-bonding ionophores

Analytical Sciences

Volumn 20, Issue 11, 2004, Pages 1559-1565

  Nishizawa, Seiichi ^a   Kamaishi, Tomoyuki ^a   Yokobori, Tomoyuki ^a   Kato, Ryo ^a,b   Cui, Ying Yu ^a   Shioya, Takeshi ^a   Teramae, Norio ^a  

^a TOHOKU UNIVERSITY   (Japan)

^b TOYOHASHI UNIVERSITY OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; ELECTROLYTES; HYDROGEN BONDS; NITROBENZENE; THIOUREAS; XYLENE;

BINDING BEHAVIORS; M-XYLENE; NITROBENZENE-WATER INTERFACE; PHENYL GROUP; SELECTIVE CHEMICAL SENSORS; WATER INTERFACE;

IONOPHORES;

4 NITROPHENOL; ALPHA,ALPHA' BIS(N' 4 NITROPHENYLTHIOUREYLENE) META XYLENE; ALPHA,ALPHA' BIS(N' PHENYLTHIOUREYLENE) META XYLENE; IONOPHORE; META XYLENE; N (4 NITROPHENYL) N' PROPYLTHIOUREA; NITROBENZENE; PHENYL GROUP; PHOSPHATE; SULFATE; THIOUREA DERIVATIVE; UNCLASSIFIED DRUG; WATER;

ANION TRANSPORT; AQUEOUS SOLUTION; ARTICLE; COMPLEX FORMATION; ELECTRODE; HYDROGEN BOND; MOLECULAR MODEL; POLAROGRAPHY; PROTON NUCLEAR MAGNETIC RESONANCE; SENSOR;

EID: 10444231931     PISSN: 09106340     EISSN: None     Source Type: Journal    
DOI: 10.2116/analsci.20.1559     Document Type: Article

References (68)

1. (a) I. Benjamin, Science, 1993, 261, 1558;
2. (b) Q. Du, E. Freysz, and Y. R. Shen, Science, 1994, 264, 826;
3. (c) H. Wang, E. Borguet, and K. B. Eisenthal, J. Phys. Chem. B, 1998, 102, 4927;
4. (d) S. Ishizaka, K. Nakatani, S. Habuchi, and N. Kitamura, Anal. Chem., 1999, 71, 419;
5. (e) S. Ishizaka, S. Habuchi, H.-B. Kim, and N. Kitamura, Anal. Chem., 1999, 71, 3382;
6. (f) S. Ishizaka, H.-B. Kim, and N. Kitamura, Anal. Chem., 2001, 73, 2421;
7. (g) S. Ishizaka and N. Kitamura, Bull. Chem. Soc. Jpn., 2001. 74, 1983.
8. (a) K. Bessho, T. Uchida, A. Yamauchi, T. Shioya, and N. Teramae, Chem. Phys. Lett., 1997, 264, 381;
9. (b) T. Uchida, A. Yamaguchi, T. Ina, and N. Teramae, J. Phys. Chem. B, 2000, 104, 12091;
10. (c) T. Yamashita, T. Uchida, T. Fukushima, and N. Teramae, J. Phys. Chem. B, 2003, 707, 4786.
11. D. J. Fermin, D. Duong, Z. Ding, P.-F. Brevet, and H. H. Girault, J. Am. Chem. Soc., 1999, 121, 10203.
12. Y.-T. Kong, S. Imabayashi, and T. Kakiuchi, J. Am. Chem. Soc., 2000, 122, 8215.
13. (a) H. Hotta, N. Akagi, T. Sugihara, S. Ichikawa, and T. Osakai, Electrochem. Commun., 2002, 4, 472;
14. (b) H. Hotta, S. Ichikawa, T. Sugihara, and T. Osakai, J. Phys. Chem. B, 2003, 107, 9717;
15. (c) H. Shiba, K. Maeda, N. Ichieda, M. Kasuno, Y. Yoshida, O. Shirai, and S. Kihara, J. Electroanal. Chem., 2003, 556, 1.
16. (a) Y. Kitatsuji, Z. Yoshida, H. Kudo, and S. Kihara, J. Electroanal. Chem., 2002, 520, 133;
17. (b) N. Kurauchi, Y. Yoshida, N. Ichieda, M. Kasuno, K. Banu, K. Maeda, and S. Kihara, J. Electroanal. Chem., 2002, 526, 101;
18. (c) K. Nakatani, H. Nagatani, D. J. Fermin, and H. H. Girault, J. Electroanal. Chem., 2002, 518, 1.
19. Y. Uchiyama, T. Kitamori, T. Sawada, and I. Tsuyumoto, Langmuir, 2000, 16, 6597.
20. (a) K. Chikama, T. Negishi, and K. Nakatani, Bull. Chem. Soc. Jpn., 2003, 76, 295;
21. (b) T. Negishi and K. Nakatani, Phys. Chem. Chem. Phys., 2003, 5, 594.
22. (a) Y. Ikezoe, S. Ishizaki, H. Yui, M. Fujinami, and T. Sawada, Anal. Sci., 2004, 20, 435;
23. (b) Y. Ikezoe, S. Ishizaki, T. Takahashi, H. Yui, M. Fujinami, and T. Sawada, J. Colloid Interface Sci, 2004, 275, 298.
24. (a) E. Miyako, T. Maruyama, N. Kamiya, and M. Goto, Chem. Commun., 2003, 2926;
25. (b) E. Miyako, T. Maruyama, N. Kamiya, and M. Goto, J. Biosci. Bioeng., 2003, 96, 370;
26. (c) K. Nochi, A. Yamaguchi, T. Hayashita, T. Uchida, and N. Teramae, J. Phys. Chem. B, 2002, 106, 9906:
27. (d) A. Ohashi, S. Tsukahara, and H. Watarai, Langmuir, 2003, 19, 4645;
28. (e) H. Watarai, S. Tsukahara, H. Nagatani, and A. Ohashi, Bull. Chem. Soc. Jpn., 2003, 76, 1471.
29. S. Ishizaka, S. Kinoshita, Y. Nishijima, and N. Kitamura, Anal. Chem., 2003, 75, 6035.
30. (a) T. Shioya, S. Nishizawa, and N. Teramae, J. Am. Chem. Soc., 1998, 120, 11534;
31. (b) S. Nishizawa, T. Yokobori, T. Shioya, and N. Teramae, Chem. Lett., 2001, 1058;
32. (c) S. Nishizawa, T. Yokobori, R. Kato, T. Shioya, and N. Teramae, Bull. Chem. Soc. Jpn., 2001, 74, 2343;
33. (d) S. Nishizawa, T. Yokobori, R. Kato, K. Yoshimoto, T. Kamaishi, and N. Teramae, Analyst, 2003, 128, 663.
34. (a) S. Nishizawa, K. Shigemori, and N. Teramae, Chem. Lett., 1999, 1185;
35. (b) K. Shigemori, S. Nishizawa, T. Yokobori, T. Shioya, and N. Teramae, New J. Chem., 2002, 26, 1102;
36. (c) S. Nishizawa, Y.-Y. Cui, M. Minagawa, K. Morita, Y. Kato, S. Taniguchi, R. Kato, and N. Teramae, J. Chem. Soc., Perkin Trans. 2, 2002, 866;
37. (d) R. Kato, Y.-Y. Cui, S. Nishizawa, T. Yokobori, and N. Teramae, Tetrahedron Lett., 2004, 45, 4273.
38. (a) J. C. Adrian, Jr. and C. S. Wilcox, J. Am. Chem. Soc., 1992, 114, 1398;
39. (b) R. Kato, S. Nishizawa, T. Hayashita, and N. Teramae, Tetrahedron Lett., 2001, 42, 5053.
40. (a) E. Bakker, P. Bühlmann, and E. Pretsch, Chem. Rev., 1997, 97, 3083;
41. (b) P. Bühlmann, E. Pretsch, and E. Bakker, Chem. Rev., 1998, 98, 1593.
42. (a) S. Nishizawa, P. Bühlmann, M. Iwao, and Y. Umezawa, Tetrahedron Lett., 1995. 36, 6483;
43. (b) P. Bühlmann, S. Nishizawa, K. P. Xiao, and Y. Umezawa, Tetrahedron, 1997, 53, 1647;
44. (c) S. Nishizawa, P. Bühlmann, K. P. Xiao, and Y. Umezawa, Anal. Chim. Acta, 1998, 358, 35.
45. (a) S. Nishizawa, R. Kato, T. Hayashita, and N. Teramae, Anal. Sci., 1998, 14, 595;
46. (b) T. Hayashita, T. Onodera, R. Kato, S. Nishizawa, and N. Teramae, Chem. Commun., 2000, 755.
47. (a) T. Shioya, S. Nishizawa, and N. Teramae, Langmuir, 1998, 14, 4552;
48. (b) T. Shioya, S. Nishizawa, and N. Teramae, Langmuir, 1999, 15, 2575.
49. (a) J. Koryta, Elecirochim. Acta, 1979, 24, 293;
50. (b) T. Kakutani, Y. Nishiwaki, T. Osakai, and M. Senda, Bull. Chem. Soc. Jpn., 1986, 59, 781;
51. (c) Z. Samec and P. Papoff, Anal. Chem., 1990, 62, 1010;
52. (d) H. Matsuda, Y. Yamada, K. Kanamori, Y. Kudo, and Y. Takeda, Bull. Chem. Soc. Jpn., 1991, 64, 1497;
53. (e) H. H. Girault, in "Modern Aspects of Electrochemistry", ed. J. O. Bockris, B. E. Conway, and R. E. White, 1993, Vol. 25, Plenum Press, New York, 30-44.
54. Z. Yoshida and H. Freiser, J. Electroanal. Chem., 1984, 179, 31.
55. (a) T. Kakiuchi, in "Liquid-Liquid Interfaces, Theory and Methods", ed. A. G. Volkov and D. W. Deamer, 1996, CRC Press, Inc., Boca Raton, FL, 1;
56. (b) Y. Shao and S. G. Weber, J. Phys. Chem., 1996, 700, 14714.
57. N. A. McDonald, E. M. Duffy, and W. L. Jorgensen, J. Am. Chem. Soc., 1998, 120, 5104.
58. (a) D. Homolka, K. Holub, and V. Marecek, J. Electroanal. Chem., 1982, 138, 29;
59. (b) T. Kakiuchi and M. Senda, J. Electroanal. Chem., 1991, 300, 431;
60. (c) F. Reymond, P.-A. Carrupt, and H. H. Girault, J. Electroanal. Chem., 1998, 449, 49;
61. (d) F. Reymond, G. Lagger, P.-A. Carrupt, and H. H. Girault, J. Electroanal. Chem., 1998, 451, 59.
62. 2, the broadening of both thiourea signals (NHb and NHC) was observed.
63. H. R. Seong, D.-S. Kim, S.-G. Kim, H.-J. Choi, and K. H. Ahn, Tetrahedron Lett., 2004, 45, 723.
64. (a) Md. A. Rahman, H. Doe, M. Okamoto, and R. Arakawa, Electrochim. Acta, 1998, 44, 39;
65. (b) S. A. Dassie, L. M. Yudi, and A. M. Baruzzi, J. Electroanal. Chem., 1999, 464, 54;
66. (c) Md. A. Rahman, H. Doe, N. Sakurada, and R. Arakawa, Electrochim. Acta, 2001, 47, 623;
67. (d) T. Kakiuchi, K. Ono, Y. Takasu, J. Bourson, and B. Valeur, Anal. Chem., 1998, 70, 4152.
68. S. Mangani and M. Ferraroni, in "Supramolecular Chemistry of Anions", ed. A. Bianchi, K. Bowman-James, and E. Garcia-España, 1997, Wiley-VCH, New York, 72.