Effective signal control (off-on-off action) by metal ionic inputs on a new chromoionophore-based calix[4]crown

Chemical Communications

Volumn , Issue 23, 1999, Pages 2399-2400

  Kubo, Yuji ^a   Obara, Satoru ^a   Tokita, Sumio ^a  

^a SAITAMA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CALCIUM ION; CALIXARENE; CALIX[4]CROWN; CESIUM ION; CROWN ETHER DERIVATIVE; IONOPHORE; METAL ION; POTASSIUM ION; SODIUM ION; UNCLASSIFIED DRUG;

ARTICLE; BINDING SITE; CHROMATOPHORE; COLORIMETRY; COMPLEX FORMATION; ELECTRON TRANSPORT; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PH; PHOTOCHEMISTRY;

EID: 0033534136     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a908001e     Document Type: Article

References (25)

1. Molecular Electronic Devices, ed. F. L. Carter, R. E. Siatkowski and H. Wohltjen, Elsevier, Amsterdam, 1988; Nanotechology, ed. B. C. Crandall and J. Lewis, MIT Press, Cambridge, MA, 1992; L. Fabbrizzi and A. Poggi, Chem. Soc. Rev., 1995, 197; V. Balzani and F. Scandola, in Comprehensive Supramolecular Chemistry, Vol. 10, ed. D. N. Reinhoudt, Pergamon, Oxford, 1996, pp. 687-746.
2. Molecular Electronic Devices, ed. F. L. Carter, R. E. Siatkowski and H. Wohltjen, Elsevier, Amsterdam, 1988; Nanotechology, ed. B. C. Crandall and J. Lewis, MIT Press, Cambridge, MA, 1992; L. Fabbrizzi and A. Poggi, Chem. Soc. Rev., 1995, 197; V. Balzani and F. Scandola, in Comprehensive Supramolecular Chemistry, Vol. 10, ed. D. N. Reinhoudt, Pergamon, Oxford, 1996, pp. 687-746.
3. Molecular Electronic Devices, ed. F. L. Carter, R. E. Siatkowski and H. Wohltjen, Elsevier, Amsterdam, 1988; Nanotechology, ed. B. C. Crandall and J. Lewis, MIT Press, Cambridge, MA, 1992; L. Fabbrizzi and A. Poggi, Chem. Soc. Rev., 1995, 197; V. Balzani and F. Scandola, in Comprehensive Supramolecular Chemistry, Vol. 10, ed. D. N. Reinhoudt, Pergamon, Oxford, 1996, pp. 687-746.
4. Molecular Electronic Devices, ed. F. L. Carter, R. E. Siatkowski and H. Wohltjen, Elsevier, Amsterdam, 1988; Nanotechology, ed. B. C. Crandall and J. Lewis, MIT Press, Cambridge, MA, 1992; L. Fabbrizzi and A. Poggi, Chem. Soc. Rev., 1995, 197; V. Balzani and F. Scandola, in Comprehensive Supramolecular Chemistry, Vol. 10, ed. D. N. Reinhoudt, Pergamon, Oxford, 1996, pp. 687-746.
5. K. E. Drexler, Namosystems: Molecular Machinary, Manufacturing, and Computation, Wiley, New York, 1992.
6. A. P. de Silva, H. Q. N. Gunaratne, T. Gunnlaugsson, A. J. M. Huxley, C. P. McCoy, J. T. Rademacher and T. E. Rice, in Advances in Supramolecular Chemistry, Vol. 4, ed. G. W. Gokel, JAI Press, Greenwich, 1997, pp. 1-53.
7. A. P. de Silva, H. Q. N. Gunaratne and C. P. McCoy, Chem. Commun., 1996, 2399; S. A. de Silva, A. Zavaleta, D. E. Baron, O. Allam, E. V. Isidor, N. Kashimura and J. M. Percarpio, Tetrahedron Lett., 1997, 38, 2237.
8. A. P. de Silva, H. Q. N. Gunaratne and C. P. McCoy, Chem. Commun., 1996, 2399; S. A. de Silva, A. Zavaleta, D. E. Baron, O. Allam, E. V. Isidor, N. Kashimura and J. M. Percarpio, Tetrahedron Lett., 1997, 38, 2237.
9. For another example of pH-dependent 'off-on-off' control, see: F. Barigelletti, L. Flamigni, M. Guardigli, J.-P. Sauvage, J.-P. Collin and A. Sour, Chem. Commun., 1996, 1329.
10. For an example of a colorimetric logic gate system, see: M. Inouye, K. Akamatsu and H. Nakazumi, J. Am. Chem. Soc., 1997, 119, 9160.
11. A review of calixarene chemistry, see: C. D. Gutsche, in Calixarenes Revisited, Monographs in Supramolecular Chemistry, ed. J. F. Stoddart, The Royal Society of Chemistry, Cambridge, 1998.
12. E. Ghidini, F. Ugozzoli, R. Ungaro, S. Harkema, A. A. El-Fadl and D. N. Reinhoudt, J. Am. Chem. Soc., 1990, 112, 6979; P. D. Beer, Z. Chen, M. G. B. Drew and P. A. Gale, J. Chem. Soc., Chem. Commun., 1994, 2207; A. Casnati, A. Pochini, R. Ungaro, C. Bocchi, F. Ugozzoli, R. J. M. Egberink, H. Struijk, R. Lugtenberg, F. de Jong and D. N. Reinhoubt, Chem. Eur. J., 1996, 2, 436.
13. E. Ghidini, F. Ugozzoli, R. Ungaro, S. Harkema, A. A. El-Fadl and D. N. Reinhoudt, J. Am. Chem. Soc., 1990, 112, 6979; P. D. Beer, Z. Chen, M. G. B. Drew and P. A. Gale, J. Chem. Soc., Chem. Commun., 1994, 2207; A. Casnati, A. Pochini, R. Ungaro, C. Bocchi, F. Ugozzoli, R. J. M. Egberink, H. Struijk, R. Lugtenberg, F. de Jong and D. N. Reinhoubt, Chem. Eur. J., 1996, 2, 436.
14. E. Ghidini, F. Ugozzoli, R. Ungaro, S. Harkema, A. A. El-Fadl and D. N. Reinhoudt, J. Am. Chem. Soc., 1990, 112, 6979; P. D. Beer, Z. Chen, M. G. B. Drew and P. A. Gale, J. Chem. Soc., Chem. Commun., 1994, 2207; A. Casnati, A. Pochini, R. Ungaro, C. Bocchi, F. Ugozzoli, R. J. M. Egberink, H. Struijk, R. Lugtenberg, F. de Jong and D. N. Reinhoubt, Chem. Eur. J., 1996, 2, 436.
15. V. J. Gatto and G. W. Gokel, J. Am. Chem. Soc., 1984, 106, 8240.
16. Y. Kubo, S. Hamaguchi, A. Niimi, K. Yoshida and S. Tokita, J. Chem,. Soc., Chem. Commun., 1993, 305; Y. Kubo, S. Tokita, Y. Kojima, Y. T. Osano and T. Matsuzaki, J. Org. Chem., 1996, 61, 3758.
17. Y. Kubo, S. Hamaguchi, A. Niimi, K. Yoshida and S. Tokita, J. Chem,. Soc., Chem. Commun., 1993, 305; Y. Kubo, S. Tokita, Y. Kojima, Y. T. Osano and T. Matsuzaki, J. Org. Chem., 1996, 61, 3758.
18. C. D. Gutsche and L.-G. Lin, Tetrahedron, 1986, 42, 1633.
19. P. Job, Ann. Chim. Ser., 1928, 9, 113.
20. K. A. Conners, in Binding Constants, The Measurement of Molecular Complex Stability, Wiley, New York, 1987.
21. T. Hayashita and M. Takagi, in Comprehensive Supramolecular Chemistry, Vol. 1, ed G. W. Gokel, Pergamon, Oxford, 1996, pp. 635-669; D. Diamond and M. A. McKervey, Chem. Soc. Rev., 1996, 15; A. W. Czarnik and J. Yoon, in Perspectives in Supramolecular Chemistry, Vol. 4, ed. D. N. Reinhoudt, Wiley, New York, 1999, pp. 177-191. For recent interesting reports of colorimetric replacement assays, see: K. Niikura, A. P. Bisson and E. V. Anslyn, J. Chem. Soc., Perkin Trans. 2, 1999, 1111; P. A. Gale, L. J. Twyman, C. I. Handlin and J. L. Sessler, Chem. Commun., 1999, 1851.
22. T. Hayashita and M. Takagi, in Comprehensive Supramolecular Chemistry, Vol. 1, ed G. W. Gokel, Pergamon, Oxford, 1996, pp. 635-669; D. Diamond and M. A. McKervey, Chem. Soc. Rev., 1996, 15; A. W. Czarnik and J. Yoon, in Perspectives in Supramolecular Chemistry, Vol. 4, ed. D. N. Reinhoudt, Wiley, New York, 1999, pp. 177-191. For recent interesting reports of colorimetric replacement assays, see: K. Niikura, A. P. Bisson and E. V. Anslyn, J. Chem. Soc., Perkin Trans. 2, 1999, 1111; P. A. Gale, L. J. Twyman, C. I. Handlin and J. L. Sessler, Chem. Commun., 1999, 1851.
23. T. Hayashita and M. Takagi, in Comprehensive Supramolecular Chemistry, Vol. 1, ed G. W. Gokel, Pergamon, Oxford, 1996, pp. 635-669; D. Diamond and M. A. McKervey, Chem. Soc. Rev., 1996, 15; A. W. Czarnik and J. Yoon, in Perspectives in Supramolecular Chemistry, Vol. 4, ed. D. N. Reinhoudt, Wiley, New York, 1999, pp. 177-191. For recent interesting reports of colorimetric replacement assays, see: K. Niikura, A. P. Bisson and E. V. Anslyn, J. Chem. Soc., Perkin Trans. 2, 1999, 1111; P. A. Gale, L. J. Twyman, C. I. Handlin and J. L. Sessler, Chem. Commun., 1999, 1851.
24. T. Hayashita and M. Takagi, in Comprehensive Supramolecular Chemistry, Vol. 1, ed G. W. Gokel, Pergamon, Oxford, 1996, pp. 635-669; D. Diamond and M. A. McKervey, Chem. Soc. Rev., 1996, 15; A. W. Czarnik and J. Yoon, in Perspectives in Supramolecular Chemistry, Vol. 4, ed. D. N. Reinhoudt, Wiley, New York, 1999, pp. 177-191. For recent interesting reports of colorimetric replacement assays, see: K. Niikura, A. P. Bisson and E. V. Anslyn, J. Chem. Soc., Perkin Trans. 2, 1999, 1111; P. A. Gale, L. J. Twyman, C. I. Handlin and J. L. Sessler, Chem. Commun., 1999, 1851.
25. T. Hayashita and M. Takagi, in Comprehensive Supramolecular Chemistry, Vol. 1, ed G. W. Gokel, Pergamon, Oxford, 1996, pp. 635-669; D. Diamond and M. A. McKervey, Chem. Soc. Rev., 1996, 15; A. W. Czarnik and J. Yoon, in Perspectives in Supramolecular Chemistry, Vol. 4, ed. D. N. Reinhoudt, Wiley, New York, 1999, pp. 177-191. For recent interesting reports of colorimetric replacement assays, see: K. Niikura, A. P. Bisson and E. V. Anslyn, J. Chem. Soc., Perkin Trans. 2, 1999, 1111; P. A. Gale, L. J. Twyman, C. I. Handlin and J. L. Sessler, Chem. Commun., 1999, 1851.