A new pyridine-based 12-membered macrocycle functionalised with different fluorescent subunits; coordination chemistry towards CuII, Zn II, CdII, HgII, and PbII

Dalton Transactions

Volumn , Issue 17, 2004, Pages 2771-2779

  Blake, Alexander J ^a   Bencini, Andrea ^b   Caltagirone, Claudia ^c   De Filippo, Greta ^c   Dolci, Luisa Stella ^d   Garau, Alessandra ^c   Isaia, Francesco ^c   Lippolis, Vito ^c   Mariani, Palma ^b   Prodi, Luca ^d   Montalti, Marco ^d   Zaccheroni, Nelsi ^d   Wilson, Claire ^a  

^a UNIVERSITY OF NOTTINGHAM   (United Kingdom)

^b UNIVERSITY OF FLORENCE   (Italy)

^c UNIVERSITY OF CAGLIARI   (Italy)

^d UNIVERSITY OF BOLOGNA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; DERIVATIVES; ELECTRODES; EXTRACTION; MEMBRANES; PROTONS; REACTION KINETICS; SOLUTIONS; SYNTHESIS (CHEMICAL); THERMODYNAMIC STABILITY; TRANSITION METALS; X RAY CRYSTALLOGRAPHY;

LIGAND; METAL IONS; OPTICAL RESPONSE; PROTONATION CONSTANTS;

ELECTROCHEMISTRY;

EID: 4744354566     PISSN: 14779226     EISSN: None     Source Type: Journal    
DOI: 10.1039/b407037b     Document Type: Article

References (63)

1. A. P. de Silva, H. Q. G. Gunaratne, T. Gunnlaugsson, A. J. M. Huxley, C. P. McCoy, J. T. Rademacher and T. E. Rice, Chem. Rev., 1997, 97, 1515.
2. Chemosensors of Ion and Molecular Recognition, ed. A. W. Czarnik and J.-P. Desvergene, NATO ASI Ser., Ser. C, vol. 492, Kluwer Academic Publishers, Dordrecht, 1997.
3. R. Bergonzi, L. Fabbrizzi, M. Lichelli and C. Mangano, Coord. Chem. Rev., 1998, 170, 31.
4. E. Kimura and T. Koike, Chem. Soc. Rev., 1998, 27, 179.
5. B. Valeur and I. Leray, Coord. Chem. Rev., 2000, 205, 3.
6. (a) L. Prodi, F. Bolletta, M. Montalti and N. Zaccheroni, Coord. Chem. Rev., 2000, 205, 59;
7. (b) M. Montalti, L. Prodi and N. Zaccheroni, in Handbook of Photochemistry and Photobiology, ed. M. S. A. Abdel-Mottaleb and H. S. Nalwa, American Institute of Physics, 2003, vol. 3, pp. 271-317.
8. K. Rurack, Spectrochim. Acta, Part A, 2001, 57, 2161.
9. K. Parack and U. Resch-Genger, Chem. Soc. Rev., 2002, 31, 116.
10. L. Fabbrizzi, M. Lichelli and A. Taglietti, Dalton Trans., 2003, 3471.
11. X. Xu, H. Xu and H.-F. Ji, Chem. Commun., 2001, 2092.
12. S. A. de Silva, B. Amorelli, D. C. Isidor, K. C. Loo, K. E. Crooker and Y. E. Pena, Chem. Commun., 2002, 1360.
13. S. A. McFarland and N. S. Finney, J. Am. Chem. Soc., 2002, 124, 1178.
14. A. Bencini, A. Bianchi, C. Lodeiro, A. Masotti, A. J. Parola, F. Pina, J. Seixas de Melo and B. Valtancoli, Chem. Commun., 2000, 1639.
15. A. Bencini, M. A. Bernardo, A. Bianchi, V. Fusi, C. Giorgi, F. Pina and B. Valtancoli, Eur. J. Inorg. Chem., 1999, 1911.
16. S. Aoki, S. Kaido, H. Fujioka and E. Kimura, Inorg. Chem., 2003, 42, 1023.
17. F. Sancenon, A. Benito, F. J. Hernández, J. M. Lloris, R. Martínez-Máñez, T. Pardo and J. Soto, Eur. J. Inorg. Chem., 2002, 866.
18. P. V. Bernhardt, E. G. Moore and M. J. Riley, Inorg. Chem., 2002, 41, 3025.
19. J. P. Geue, N. J. Head, A. D. Ward and S. F. Lincoln, Dalton Trans., 2003, 521.
20. Y. Al Shihadeh, A. Benito, J. M. Lloris, R. Martínez- Máñez, T. Pardo, J. Soto and M. D. Marcos, J. Chem. Soc., Dalton Trans., 2000, 1199.
21. (a) L. Prodi, F. Bolletta, M. Montalti, N. Zaccheroni, J. S. Bradshaw, P. B. Savage and R. M. Izatt, Tetrahedron Lett., 1998, 39, 5451;
22. (b) L. Prodi, C. Bargossi, M. Montalti, N. Zaccheroni, N. Su, J. S. Bradshaw, R. M. Izatt and P. B. Savage, J. Am. Chem. Soc., 2000, 122, 6769;
23. (c) L. Prodi, M. Montalti, N. Zaccheroni, J. S. Bradshaw, R. M. Izatt and P. B. Savage, Tetrahedron Lett., 2001, 42, 2941;
24. (d) L. Prodi, M. Montalti, J. S. Bradshaw, R. M. Izatt and P. B. Savage, J. Ind. Phenom. Macrocyclic Chem., 2001, 41, 123.
25. C.-T. Chen and W.-P. Huang, J. Am. Chem. Soc., 2002, 124, 6246.
26. R. T. Bronson, J. S. Bradshaw, P. B. Savage, S. Fuangswasdi, S. C. Lee, K. E. Krakowiak and R. M. Izatt, J. Org. Chem., 2001, 66, 4752.
27. S. C. Lee, R. M. Izatt, X. X. Zhang, E. G. Nelson, J. D. Lamb, P. B. Savage and J. B. Bradshaw, Inorg. Chim. Acta, 2001, 317, 174.
28. G. De Santis, L. Fabbrizzi, M. Lichelli, C. Mangano, D. Sacchi and N. Sardone, Inorg. Chim. Acta, 1997, 257, 69.
29. M. C. Aragoni, M. Arca, F. Demartin, F. A. Devillanova, F. Isaia, A. Garau, V. Lippolis, U. Papke, M. Shamsipur, L. Tei, A. Yari and G. Verani, Inorg. Chem., 2002, 41, 6623.
30. A. J. Blake, F. A. Devillanova, A. Garau, A. Harrison, F. Isaia, V. Lippolis, S. K. Tiwary, M. Schröder, G. Verani and G. Whittaker, J. Chem. Soc., Dalton Trans., 2002, 4389 and references therein.
31. C. Caltagirone, A. Bencini, F. Demartin, F. A. Devillanova, A. Garau, F. Isaia, V. Lippolis, U. Papke, L. Tei and G. Verani, Dalton Trans., 2003, 901.
32. M. Shamsipu, M. Javanbakht, M. F. Mousavi, M. R. Ganjali, V. Lippolis, A. Garau and L. Tei, Talanta, 2001, 55, 1047.
33. M. Shamsipur, M. Javanbakht, V. Lippolis, A. Garau, G. De Filippo, M. R. Ganjali and A. Yari, Anal. Chim. Acta, 2002, 462, 225.
34. M. Shamsipur, M. Javanbakht, M. R. Ganjali, M. F. Mousavi, V. Lippolis and A. Garau, Electroanal., 2002, 14, 1691.
35. V. Félix, J. Costa, R. Delgado, M. G. B. Drew, M. T. Duarte and C. Resende, J. Chem. Soc., Dalton Trans., 2001, 1462 and references therein.
36. J. Costa, R. Delgado, M. T. Duarte and V. Félix, Supramol. Chem., 2001, 13, 333.
37. S. Autzen, H.-G. Korth, R. Boese, H. de Groot and R. Sustmann, Eur. J. Inorg. Chem., 2003, 1401.
38. M. E. Sobhia, K. Panneerselvam, K. K. Chacko, I.-H. Sun, E. Weber and C. Reutel, Inorg. Chim. Acta, 1992, 194, 93.
39. A. J. Blake, F. Demartin, F. A. Devillanova, A. Garau, F. Isaia, V. Lippolis, M. Schröder and G. Verani, J. Chem. Soc., Dalton Trans., 1996, 3705.
40. J. Casabó, L. Escriche, S. Alegret, C. Jaime, C. Pérez-Jiménez, L. Mestres, J. Rius, E. Molins, C. Miravitlles and F. Teixidor, Inorg. Chem., 1991, 30, 1893.
41. C. Heitzsch, K. Gloe, H. Stephan and E. Weber, Solvent Extr. Ion Exch., 1994, 12, 475.
42. L. G. A. van de Water, W. Bujis, W. L. Driessen and J. Reedijk, New. J. Chem., 2001, 25, 243.
43. J. Costa and R. Delgado, Inorg. Chem., 1993, 32, 5257.
44. C. Caltagirone, A. Bencini, F. Demartin, F. A. Devillanova, A. Garau, F. Isaia, V. Lippolis, P. Mariani, U. Papke, L. Tei and G. Verani, Dalton Trans., 2003, 901.
45. L. Prodi, F. Bolletta, M. Montalti and N. Zaccheroni, Eur. J. Inorg. Chem., 1999, 455.
46. A. Casnati, F. Sansone, A. Sartori, L. Prodi, M. Montalti, N. Zaccheroni, F. Uguzzoli and R. Ungaro, Eur. J. Org. Chem., 2003, 8, 1475.
47. J. D. Winkler, C. M. Bowen and V. Michelet, J. Am. Chem. Soc., 1998, 120, 3237.
48. see for example, (a) P. R. Ashton, R. Ballardini, V. Balzani, M. Gomez-Lopez, S. E. Lawrence, M. V. Martinez-Diaz, M. Montalti, A. Piersanti, L. Prodi, J. F. Stoddart and D. J. Williams, J. Am. Chem. Soc., 1997, 119, 10641; (b) A. W. Czarnik, in Fluorescent Chemosensor for Ion and Molecule Recognition, ed. A. W. Czarnik, ACS Symposium series, Washington, DC, 1992, p. 104.
49. see for example, (a) P. R. Ashton, R. Ballardini, V. Balzani, M. Gomez-Lopez, S. E. Lawrence, M. V. Martinez-Diaz, M. Montalti, A. Piersanti, L. Prodi, J. F. Stoddart and D. J. Williams, J. Am. Chem. Soc., 1997, 119, 10641; (b) A. W. Czarnik, in Fluorescent Chemosensor for Ion and Molecule Recognition, ed. A. W. Czarnik, ACS Symposium series, Washington, DC, 1992, p. 104.
50. P. Ghosh, P. K. Bharadwaj, S. Mandal and S. Ghosh, J. Am. Chem. Soc., 1996, 118, 1553; P. Ghosh, P. K. Bharadwaj, J. Roy and S. Ghosh, J. Am. Chem. Soc., 1997, 119, 11903.
51. P. Ghosh, P. K. Bharadwaj, S. Mandal and S. Ghosh, J. Am. Chem. Soc., 1996, 118, 1553; P. Ghosh, P. K. Bharadwaj, J. Roy and S. Ghosh, J. Am. Chem. Soc., 1997, 119, 11903.
52. J. Yoon, N. E. Ohler, D. H. Vance, W. D. Aumiller and A. W. Czarnik, in Fluorescent Chemosensors of Ion and Molecule Recognition, NATO-ASI Series, ed. J.-P. Desvergne and A. W. Czarnik, Kluwer Academic Publishers, Dordrecht, 1996.
53. A. Credi and L. Prodi, Spectrochem. Acta, Sect. A, 1998, 54, 159.
54. H. Gamp, M. Maeder, C. J. Meyer and A. D. Zuberbühler, Talanta, 1985, 32, 257.
55. J. D. Chartres, A. M. Groth, L. F. Lindoy, M. P. Lowe and G. V. Meehan, J. Chem. Soc., Perkin Trans., 2000, 1, 3444.
56. I. Jacquet, J.-M. Lehn, P. Marsau, H. Andrianatoandro and Y. Barrens, Bull. Soc. Chim. Fr., 1996, 2, 133, EN.
57. C. Bazzicaluppi, A. Bencini, V. Fusi, C. Giorgi, P. Paoletti and B. Valtancoli, Inorg. Chem., 1998, 37, 941.
58. G. Gran, Analyst, 1952, 77, 661.
59. P. Gans, A. Sabatini and A. Vacca, Talanta, 1996, 43, 807.
60. SHELXTL, Broker AXS, Inc., Madison, WI, USA, 2001.
61. SADABS, Area-Detector Absorption Correction Program, Bruker AXS, Inc., Madison, WI, USA, 2000.
62. G. M. Sheldrick, SHELXS 97, Acta Crystallogr., Sect. A, 1990, 46, 467.
63. G. M. Sheldrick, SHELXL 97, Universität Göttingen, Germany, 1997.