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Optical and Redox Sensors for Metal Ions

  • D. Max Roundhill
Chapter
Part of the Modern Inorganic Chemistry book series (MICE)

Abstract

Optical and redox sensors are materials that have a wide range of uses and applications in both medical and environmental situations. Sensors can be designed to make use of changes in either the wavelength or extinction coefficient of an optical sensing material, or in the redox potential of an electroactive compound. Alternatively for emissive materials, it is possible to use changes in the emission wavelength or intensities to monitor the presence or absence of chemical species. These chemical species for both and redox sensors can be cations, anions, or organic molecules. For a sensor to be useful it is necessary for the device to be selective for the specific chemical species of interest, and that the change in the property of the sensing material be responsive in a consistent manner to changes in concentration of the chemical species being detected or analyzed.1–8 The sensing component is referred to as the reporter molecule. For optical reporter molecules the material needs to be photostable, and for redox reporters the oxidation-reduction step should be reversible. For metal ion sensors a binding site needs to be present that is selective for the targeted metal. In such sensors it is usual to employ chelate or macrocyclic ligands because they can be tailored to selectively complex a variety of different metal ions. For the detection of uncharged molecules a host will usually be selected such that its cavity matches the shape and size of the chosen guest. More recently, metal-containing optical sensors are being developed that can function as anion selective receptors, and again the receptor must be specifically designed to meet the binding requirements of the individual anions.9

Keywords

Crown Ether Dihydrogen Phosphate Lone Electron Pair Photoinduced Electron Transfer Fluorescent Sensor 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    A. W. Czarnik, ed., Fluorescent Chemosensors for Ion and Molecule Recognition, ACS Sympos. Ser., No. 538, 1993.Google Scholar
  2. 2.
    D. Schuetzle, R. Hammerle, J. W. Butler,. Fundamentals and Applications of Chemical Sensors, ACS Sympos. Ser., No. 309, 1986.Google Scholar
  3. 3.
    T. E. Edmonds, Chemical Sensors,Chapman and Hall, New York, 1988.Google Scholar
  4. 4.
    R. A. Bissell, A. P. de Silva, H. Q. N. Gunaratne, P. L. M. Lynch, G. E. M. Maguire, K. R. A. S. Sandanayake, Chem. Soc. Rev., 1992, 21, 187.CrossRefGoogle Scholar
  5. 5.
    A. P. de Silva, S. A. de Silva, JCS, Chem. Comm., 1986, 1709.Google Scholar
  6. 6.
    L. Fabbrizzi, A. Poggi, Chem. Soc. Rev., 1995, 24, 197.CrossRefGoogle Scholar
  7. 7.
    J. Janata, A. Bezegh, Anal. Chem., 1988, 60, 62R.CrossRefGoogle Scholar
  8. 8.
    J. Janata, Anal. Chem., 1990, 62, 33R.CrossRefGoogle Scholar
  9. 9.
    B. Dietrich, Pure and Appl. Chem., 1993, 65, 1457.CrossRefGoogle Scholar
  10. 10.
    R. Narayanaswamy, Anal. Proc., 1985, 22, 204.CrossRefGoogle Scholar
  11. 11.
    A. W. Czarnik, Accs Chem. Res., 1994, 27, 302.CrossRefGoogle Scholar
  12. 12.
    D. M. Roundhill, Photochemistry and Photophysics of Metal Complexes, Plenum, New York, 1994.Google Scholar
  13. 13.
    H. Hennig, D. Rehorek, Photochemische and Photokatalytische Reaktionen von Koordinations-verbindungen, Akademie-Verlag, Berlin, 1987.Google Scholar
  14. 14.
    Q. Zhou, T. M. Swager, J. Am. Chem. Soc., 1995, 117, 7017.CrossRefGoogle Scholar
  15. 15.
    W. R. Seitz, D. M. Hercules, Anal. Chem., 1972, 44, 2143.Google Scholar
  16. 16.
    C. A. Chang, H. H. Patterson, Anal. Chem., 1980, 52, 653.CrossRefGoogle Scholar
  17. 17.
    R. Escobar, Q. Lin, A. Guiraum, F. F. de la Rosa, Analyst, 1993, 118, 643.CrossRefGoogle Scholar
  18. 18.
    W. Qin, Z. Zhang, H. Liu, Anal. Chem., 1998, 70, 3579.CrossRefGoogle Scholar
  19. 19.
    F. Goppelsröder, J. Prakt. Chem., 1867, 101, 408.CrossRefGoogle Scholar
  20. 20.
    D. J. S. Birch, O. J. Rolinski, D. Hatrick, Rev. Sci. Instrumen., 1996, 67, 2732.Google Scholar
  21. 21.
    M. Kodama, E. Kimura, JCS, Dalton Trans., 1979, 325.Google Scholar
  22. 22.
    M. Huston, K. Haider, A. W. Czarnik, J. Am. Chem. Soc., 1988, 110, 4460.CrossRefGoogle Scholar
  23. 23.
    S. Y. Hong, A. W. Czarnik, J. Am. Chem. Soc., 1993, 115, 3330.CrossRefGoogle Scholar
  24. 24.
    S. A. Yamanaka, D. H. Charych, D. A. Loy, D. Y. Sasaki, Langmuir, 1997, 13, 5049.CrossRefGoogle Scholar
  25. 25.
    I. Satoh, Ann. N. Y. Acad. Sci., 1996, 799, 514.CrossRefGoogle Scholar
  26. 26.
    B. Ramachandram, A. Samanta, Chem. Phys. Letts.,1998, 290, 9.Google Scholar
  27. 27.
    L. Prodi, F. Bolletta, M. Montalti, N. Zaccheroni, Eur. J. Inorg. Chem., 1999, 455.Google Scholar
  28. 28.
    M. T. Stauffer, D. B. Knowles, C. Brennan, L. Funderburk, F-T Lin, S. G. Weber, JCS, Chem. Comm., 1997, 287.Google Scholar
  29. 29.
    M. T. Stauffer, S. G. Weber, Anal Chem., 1999, 71, 1146.CrossRefGoogle Scholar
  30. 30.
    B. Valeur, J. Bourson, J. Pouget, M. Kaschke, N. P. Ernsting, J. Phys. Chem., 1992, 96, 6545.CrossRefGoogle Scholar
  31. 31.
    B. Valeur, J. Mugnier, J. Pouget, J. Bourson, F. Santi, J. Phys. Chem., 1989, 93, 6073.CrossRefGoogle Scholar
  32. 32.
    M.-Y. Chae, A. W. Czarnik, J. Fluoresc., 1992, 2, 225.CrossRefGoogle Scholar
  33. 33.
    G Hennrich, H. Sonnenschein, U. Resch-Genger, J. Am. Chem. Soc., 1999, 121, 5073.CrossRefGoogle Scholar
  34. 34.
    S. C. Ng, X. C. Zhou, Z. K. Chen, P. Miao, H. S. O. Chan, S. F. Y. Li, P. Fu, Langmuir, 1998, 14, 1748.CrossRefGoogle Scholar
  35. 35.
    I. Bontidean, C. Berggren, G. Johansson, E. Csöregi, B. Mattiason, J. R. Lloyd, K. J. Jakeman, N. L. Brown, Anal Chem., 1998, 70, 4162.CrossRefGoogle Scholar
  36. 36.
    V. Goulle, A. Harriman, J.-M. Lehn, JCS, Chem. Comm., 1993, 1034.Google Scholar
  37. 37.
    E. Amouyal, A. Hamsi, J.-C. Chambron, J. -P. Sauvage, JCS, Dalton Trans., 1990, 1841.Google Scholar
  38. 38.
    Y. Jenkins, A. E. Friedman, N. J. Turro, J. K. Barton, Biochemistry, 1992, 31, 10809.CrossRefGoogle Scholar
  39. 39.
    J. Fees, W. Kaim, M. Moscherosch, W. Matheis, J. Klima, M. Krejcik, S. Zâlis, Inorg. Chem., 1993, 32, 166.CrossRefGoogle Scholar
  40. 40.
    E. Sabatani, H. D. Nikol, H. B. Gray, F. C. Anson, J. Am Chem. Soc., 1996, 118, 1158.CrossRefGoogle Scholar
  41. 41.
    C. Pérez-Jiménez, S. J. Harris, D. Diamond, JCS, Chem. Comm., 1993, 480.Google Scholar
  42. 42.
    T. Jin K. Ichikawa,T. Koyama, JCS, Chem. Comm.,1992 499.Google Scholar
  43. 43.
    I. Aoki, T. Sakaki, S. Shinkai, JCS, Chem. Comm., 1992 730.Google Scholar
  44. 44.
    Y. Kubo, S. -I. Hamaguchi, A. Niimi, K. Yoshida, S. Tokita, JCS Chem. Comm., 1993, 305.Google Scholar
  45. 45.
    Y. Kubo, S. Tokita, Y. Kojima, Y. T. Osano, T. Matsuzaki, J. Org. Chem. 1996, 61, 3758.Google Scholar
  46. 46.
    Y. Kubo, S. Obara, S. Tokita, JCS, Chem. Comm., 1999, 2399.Google Scholar
  47. 47.
    Q. Lu, J. H. Callahan, G. E. Collins, JCS, Chem. Comm., 2000, 1913.Google Scholar
  48. 48.
    P. D. Beer, Z. Chen, A. J. Goulden, A. Grieve, D. Hesek, F. Szemes, T. Wear, JCS, Chem. Comm., 1994, 1269.Google Scholar
  49. 49.
    D. M. Roundhill, Progr. Inorg. Chem., 1995, 43, 533.Google Scholar
  50. 50.
    J.-C. G. Bünzli, P. Froidevaux, J. M. Harrowfield, lnorg. Chem., 1993, 32, 3306.CrossRefGoogle Scholar
  51. 51.
    P. Froidevaux, J.-C. G. Bünzli, J. Phys. Chem., 1994, 98, 532.Google Scholar
  52. 52.
    J.-C. G. Bünzli, P. Froidevaux, C. Piguet, New J. Chem., 1995, 19, 661.Google Scholar
  53. 53.
    N. Sabbatini, M. Guardigli, A. Mecati, V. Balzani, R. Ungaro, E. Ghidini, A. Casnati, A. Pochini, JCS, Chem. Comm., 1990, 878.Google Scholar
  54. 54.
    M. F. Hazenkamp, G. Blasse, N. Sabbatini, R. Ungaro, lnorg. Chim. Acta, 1990, 172, 93.Google Scholar
  55. 55.
    E. M. Georgiev, J. Clymire, G. L. McPherson, D. M. Roundhill, Inorg. Chim. Acta, 1994, 227, 93.Google Scholar
  56. 56.
    N. Sato, S. Shinkai, Workshop on Calixarenes and Related Compounds, Fukuoka, Japan, 1993, Abstr. PS/B-13.Google Scholar
  57. 57.
    M.-Y.Chae, X. M. Cherian, A. W. Czarnik, J. Org. Chem., 1993, 58, 5797.Google Scholar
  58. 58.
    J. M. Lloris, R. Martinez Mariez, M. E. Padilla-Tosta, T. Pardo, J. Soto, P. D. Beer, J. Cadman, D. K. Smith, JCS, Dalton Trans., 1999, 2359.Google Scholar
  59. 59.
    G. de Santis, L. Fabbrizzi, M. Licchelli, C. Mangano, D. Sacchi, Inorg. Chem., 1995, 34, 3581.Google Scholar
  60. 60.
    R. B. King, I Bresinka, ACS Sympos. Ser., 2000, 762, 23.Google Scholar
  61. 61.
    J. Zhang, H. Prestol, A. Gahr, R. Niessner, Proc. SPIE-Int. Opt. Eng., 2000, 4077, 32.Google Scholar
  62. 62.
    K. S. Bang, M. B. Nielson, R. Zubarev, J. Becher, JCS, Chem. Comm., 2000, 215.Google Scholar
  63. 63.
    A. R. Fakhari, M. R. Ganjali, M. Shamsipur, Anal. Chem., 1997, 69, 3693.Google Scholar
  64. 64.
    M. Lerchi, E. Reitter, W. Simon, E. Pretsch, D. A. Chowdhury, S. Kamaka, Anal. Chem., 1994, 66, 1713.Google Scholar
  65. 65.
    G. Arai, A. Fujii, I. Yasumori, Chem. Lett., 1985, 1091.Google Scholar
  66. 66.
    E. U. Akkaya, M. E. Huston, A. W. Czarnik, J. Am. Chem. Soc., 1990, 112, 3590.CrossRefGoogle Scholar
  67. 67.
    M. E. Huston, C. Engleman, A. W. Czarnik, J. Am. Chem. Soc., 1990, 112, 7054.CrossRefGoogle Scholar
  68. 68.
    A. Singh, L.-I. Tsao, M. Markowitz, B. P. Gaber, Langmuir, 1992, 8, 1570.CrossRefGoogle Scholar
  69. 69.
    P. Ghosh, P. K. Bharadwaj, J. Roy, S. Ghosh, I Am. Chem. Soc., 1997, 119, 11903.CrossRefGoogle Scholar
  70. 70.
    M. Gubelmann, A. Harriman, J.-M. Lehn, J. L. Sessler, JCS Chem. Comm., 1988, 77.Google Scholar
  71. 71.
    C. R. Chenthamarakshan, J. Eldo, A. Ajayaghosh, Macromolecules, 1999, 32, 5846.CrossRefGoogle Scholar
  72. 72.
    L. R. Sousa, J. M. Larson, J. Am. Chem. Soc., 1977, 99, 307.CrossRefGoogle Scholar
  73. 73.
    J. M. Larson, L. R. Sousa, J. Am. Chem. Soc., 1978, 100, 1943.CrossRefGoogle Scholar
  74. 74.
    L. R. Sousa, B. Son, T. E. Trehearne, R.W. Stevenson, S. J. Ganion, B. E. Beeson, S. Barnell, T. E. Mabry, M. Yao, C. Chakrabarty, P. L. Bock, C. C. Yoder, S. Pope, ACS Sympos. Ser., 1993, 538, 10.CrossRefGoogle Scholar
  75. 75.
    A. P. de Silva, K. R. A. S. Sandanayake, Angew. Chem., Int. Ed. Engl., 1990, 29, 1173.CrossRefGoogle Scholar
  76. 76.
    H. Bouas-Laurent, A. Castellan, M. Daney, J.-P. Desvergne, G. Guinand, P. Marsau, M.-H. Riffaud, J. Am. Chem, Soc., 1986, 108, 315.Google Scholar
  77. 77.
    F. Fages, J.-P. Desvergne, H. Bouas-Laurent, J.-M. Lehn, J. P. Konopelski, P. Marsau, Y. Barrans, JCS, Chem. Comm., 1990, 655.Google Scholar
  78. 78.
    A. P. de Silva, H. Q. N. Gunaratne, K. R. A. S. Sandanayake, Tetrahedron Lett.,1990 31,5193.Google Scholar
  79. 79.
    S. S. Zhu, P. J. Carroll, T. M. Swager, J. Am. Chem. Soc., 1996, 118, 8713.CrossRefGoogle Scholar
  80. 80.
    R. J. M. Klein Gebbink, S. I. Klink, M. C. Feiters, R. J. M. Nolte, Eur. J. Inorg. Chem., 2000, 253.Google Scholar
  81. 81.
    S. Ghosh, M. Petrin, A. H. Maki, L. A. Sousa, J. Chem. Phys., 1987, 87, 4315.CrossRefGoogle Scholar
  82. 82.
    R. Y. Tsien, Ann. Rev. Biophys. Bioeng., 1983, 12, 94.Google Scholar
  83. 83.
    D. Y. Sasaki, D. R. Shnek, D. W. Pack, F. H. Arnold, Agnew. Chem. Int. Ed. Engl., 1995, 34, 905.CrossRefGoogle Scholar
  84. 84.
    A. Minta, R. Y. Tsien, J. Biol. Chem., 1989, 264, 19449.Google Scholar
  85. 85.
    D. Masilamani, M. E. Lucas, ACS Sympos. Ser., 1993, 538, 162.CrossRefGoogle Scholar
  86. 86.
    R. Y. Tsien, Biochemistry, 1980, 19, 2396.Google Scholar
  87. 87.
    C. R. Schauer, O. P. Anderson, J. Am. Chem. Soc., 1987, 109, 3646.CrossRefGoogle Scholar
  88. 88.
    C. K. Schauer, O. P. Anderson, Inorg. Chem., 1988, 27, 3118.CrossRefGoogle Scholar
  89. 89.
    G. Grynkiewicz, M. Poenie, R. Y. Tsien, J. Biol. Chem., 1985, 260, 3440.Google Scholar
  90. 90.
    D. M. O’Malley, S. M. Lu, W. Guido, P. R. Adams, Neuroscience, 1992, 18, 14.Google Scholar
  91. 91.
    S. Gilroy, R. L. Jones, Proc. Nat. Acad. Sci. USA, 1992, 89, 3591.CrossRefGoogle Scholar
  92. 92.
    Z.B. Imperiali, D. A. Pearce, J.-E. Sohna Sohna, G. Walkup, A. Torrado, SPIE- Int. Soc. Opt. Eng. I, 1999, 3858, 135.Google Scholar
  93. 93.
    G. W. Walkup, B. Imperiali, J. Am. Chem. Soc., 1996, 118, 3053.CrossRefGoogle Scholar
  94. 94.
    A. Torrado, B. Imperiali, J. Org. Chem., 1996, 61, 8940.Google Scholar
  95. 95.
    H. A. Godwin, J. M. Berg, J. Am. Chem. Soc., 1996, 118, 6514.CrossRefGoogle Scholar
  96. 96.
    J. M. Berg, Acc. Chem. Res., 1995, 28, 14.CrossRefGoogle Scholar
  97. 97.
    B. A. Krizek, D. L. Merkle, J. M. Berg, Inorg. Chem., 1993, 32, 937.Google Scholar
  98. 98.
    P. S. Eis, J. R. Lakowiez, Biochemistry, 1993, 32, 7981.CrossRefGoogle Scholar
  99. 99.
    R. B. Thompson, E. R. Jones, Anal. Chem., 1993, 65, 730.CrossRefGoogle Scholar
  100. 100.
    R. B. Thompson, M. W. Patchan, Anal. Biochem., 1995, 227, 123.CrossRefGoogle Scholar
  101. 101.
    N. J. Wilmott, J. N. Miller, J. F. Tyson, Analyst, 1984, 109, 343.CrossRefGoogle Scholar
  102. 102.
    J.-C. Bünzli, J.-M. Pfefferlé, Hely. Chim. Acta, 1994, 77, 323.CrossRefGoogle Scholar
  103. 103.
    A. W. Varnes, R. B. Dodson, E. L. Wehry, J. Am. Chem. Soc., 1972, 94, 946.CrossRefGoogle Scholar
  104. 104.
    G. Weber, Biochem. J., 1950, 47, 144.Google Scholar
  105. 105.
    M. Cais, S. Dani, Y. Eden, O. Gandolfi, M. Horn, E. E. Isaacs, Y. Josephy, Y. Saar, E. Slovin, L. Snarsky, Nature, 1977, 270, 534.CrossRefGoogle Scholar
  106. 106.
    J. I. Peterson, G. G. Vurek, Science, 1984, 224, 123.CrossRefGoogle Scholar
  107. 107.
    W. R. Seitz, Anal. Chem., 1984, 56, 16A.Google Scholar
  108. 108.
    R. W. Wagner, J. S. Lindsey, J. Am. Chem. Soc., 1994, 116, 9759.CrossRefGoogle Scholar
  109. 109.
    S. M. Barrard, D. R. Walt, Science, 1991, 251, 927.CrossRefGoogle Scholar
  110. 110.
    K. Suzuki, K. Tohda, H. Ohzora, S. Nishihama, H. Inoue, T. Shirai, Anal. Chem., 1989, 61, 382.Google Scholar
  111. 111.
    Z. Lin, L.W. Burgess, Anal. Chem., 1994, 66, 2544.Google Scholar
  112. 112.
    Z. Lin, K. S. Booksh, L.W. Burgess, B. R. Kowalski, Anal. Chem., 1994, 66, 2552.Google Scholar
  113. 113.
    B. Le Drogoff, M. A. El Khakani, P. R. M. Silva, M. Chaker, G. G. Ross, Appl. Surf Sci., 1999, 152, 77.CrossRefGoogle Scholar
  114. 114.
    J. Herdan, R. Feeney, S. P. Kounaves, A. F. Flannery, C. W. Storment, G. T. A. Kovacs, R. B. Darling, Environ. Sci. Technol., 1998, 32, 131.CrossRefGoogle Scholar
  115. 115.
    R. Cox, D. Gomez, D. A. Buttry, P. Bonneson, K. N. Raymond ACS Sympos. Ser. 1994 561 71.Google Scholar
  116. 116.
    M. V. Rouilly, M. Badertscher, E. Pretsch, G. Suter, W. Simon, Anal Chem., 1988, 60, 2013.Google Scholar
  117. 117.
    G. Arai, A. Fujii, I. Yasumori, Chem. Lett., 1985, 1091.Google Scholar
  118. 118.
    M. T. Neshkova, V. D. Nikolova, V. Petrov, J. Electroaisl. Chem., 2000, 487, 100.CrossRefGoogle Scholar
  119. 119.
    A. E. Owen, J. Non-Cryst. Solids, 1980, 35–36, 999.CrossRefGoogle Scholar
  120. 120.
    X. Wu, J. Kim, J. S. Dordick, Biotechnol. Prog., 2000, 16, 513.CrossRefGoogle Scholar
  121. 121.
    D.T. McQuade, A. H. Hegedus, T. M. Swager, J. Am. Chem. Soc., 2000, 122, 12389.CrossRefGoogle Scholar
  122. 122.
    J. Wang, J. Lu, D. Luo, J. Wang, M. Jiang, B. Tian, K. Olsen, Anal. Chem. 1997, 69, 2640.CrossRefGoogle Scholar
  123. 123.
    G. Caminati, E. Margheri, G. Gabrielli, Thin Solid Films, 1994, 244, 905.CrossRefGoogle Scholar
  124. 124.
    P. D. Beer, JCS, Chem. Commun., 1996, 689.Google Scholar
  125. 125.
    P. D. Beer, M. G. B. Drew, A. R. Graydon, JCS Dalton Trans.,1996 4129.Google Scholar
  126. 126.
    J. E. Kingston, L. Ashford. P. D. Beer, M. G. B. Drew, JCS, Dalton Trans.,1999 251.Google Scholar
  127. 127.
    P. D. Beer, M. G. B. Drew, D. Hesek, M. Shade, F. Szemes, JCS, Chem. Comm., 1996, 2161.Google Scholar
  128. 128.
    P. D. Beer, J. Cadman, New J. Chem., 1999, 23, 347.CrossRefGoogle Scholar
  129. 129.
    P. D. Beer, D. Hesek, K. C. Nam, M. G. B. Drew, Organomet., 1999, 18, 3933.CrossRefGoogle Scholar
  130. 130.
    P. D. Beer, P. A. Gale, D. Hesek, M. Shade, F. Szemes, Abstr. 3rd Int. Calixarene Conf., Fort Worth, TX, May 1995, Abstr. 11–8.Google Scholar
  131. 131.
    A. P. de Silva, N. D. McClenaghan, J. Am. Chem. Soc., 2000, 122, 3965.CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2001

Authors and Affiliations

  • D. Max Roundhill
    • 1
  1. 1.Texas Tech UniversityLubbockUSA

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