Self-Assembled Dinuclear Lanthanide Helicates: Substantial Luminescence Enhancement upon Replacing Terminal Benzimidazole Groups by Carboxamide Binding Units

Inorganic Chemistry

Volumn 37, Issue 3, 1998, Pages 577-589

  Martin, Noreen ^a   Bünzli, Jean Claude G ^a   McKee, Vickie ^b   Piguet, Claude ^c   Hopfgartner, Gérard ^d  

^a UNIVERSITY OF LAUSANNE   (Switzerland)

^b QUEEN'S UNIVERSITY BELFAST   (United Kingdom)

^c UNIVERSITY OF GENEVA   (Switzerland)

^d F HOFFMANN LA ROCHE LTD   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000143583     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic971401r     Document Type: Article

References (67)

1. Bünzii, J.-C. G. in Lanthanide Probes in Life, Chemical and Earth Sciences: Büruli, J.-C. G., Choppin, G. R., Eds.; Elsevier Publishing Co: Amsterdam, 1989; Chapter 7.
2. Bioanalytical Applications of Labeling Technologies: Hemmilä, I., Stahlberg, T., Mottram P., Eds.; Wallac Oy: Turku, Finland, 1994.
3. Sessler, J. L.; Kral, V; Hoehner, M. C.; Chin, K. O. A.; Davila, R. M. Pure Appl. Chem. 1996, 68, 1291-1295.
4. Lauffer, R. B. In MRI Clinical Magnetic Resonance Imaging, 2nd ed.; Edelman, R. R., Zlatkin, M. B., Hesselink, J. R., Eds.; W. B. Saunders Co.: Philadelphia, PA, 1996; Vol. 1, Chapter 5.
5. Bruice, T. C.; Tsubouchi, A; Dempey, R. O.; Olson, L. P. J. Am. Chem. Soc. 1996, 118, 9867-9875.
6. DeNardo, G. L.; Mirik, G. R.; Kroger, L. A.; O'Donnel, R. T.; Meares, C. F.; DeNardo, S. J. J. Nucl. Med. 1996, 37, 451-456.
7. Lehn, J.-M. Supramolecular Chemistry, Concepts and Perspectives; VCH: Weinheim, Germany, 1995. Piguet, C. Chimia 1996, 50, 144-153. Piguet, C.; Bünzli, J.-C. G. Eur. J. Solid State Inorg. Chem. 1996, 33, 165-174.
8. Lehn, J.-M. Supramolecular Chemistry, Concepts and Perspectives; VCH: Weinheim, Germany, 1995. Piguet, C. Chimia 1996, 50, 144-153. Piguet, C.; Bünzli, J.-C. G. Eur. J. Solid State Inorg. Chem. 1996, 33, 165-174.
9. Lehn, J.-M. Supramolecular Chemistry, Concepts and Perspectives; VCH: Weinheim, Germany, 1995. Piguet, C. Chimia 1996, 50, 144-153. Piguet, C.; Bünzli, J.-C. G. Eur. J. Solid State Inorg. Chem. 1996, 33, 165-174.
10. Piguet, C.; Bünzli, J.-C. G.; Bernardinelli, G.; Hopfgartner, G.; Williams, A. F. J. Alloys Compds. 1995, 225, 324-331.
11. Bünzli, J.-C. G. In Basic and Applied Aspects of Rare Earths; Caro, P., Saez-Puche, R., Eds; Editorial Complutense: Madrid, 1997, in press. Choppin, G. R. In Lanthanide Probes in Life, Chemical and Earth Sciences; Bunzli, J.-C. G., Choppin, G. R., Eds.; Elsevier Publishing Co: Amsterdam, 1989; Chapter 1.
12. Bünzli, J.-C. G. In Basic and Applied Aspects of Rare Earths; Caro, P., Saez-Puche, R., Eds; Editorial Complutense: Madrid, 1997, in press. Choppin, G. R. In Lanthanide Probes in Life, Chemical and Earth Sciences; Bunzli, J.-C. G., Choppin, G. R., Eds.; Elsevier Publishing Co: Amsterdam, 1989; Chapter 1.
13. Alexander, V. Chem. Rev. 1995, 95, 273-342 and references therein.
14. Guerriero, P.; Tamburini, S.; Vigato, P. A. Coord. Chem. Rev. 1995, 139, 17-243 and references therein.
15. Yang, L. W.; Liu, S.; Wong, E.; Rettig, S. J.; Orvig, C. Inorg. Chem. 1995, 34, 2164-2178 and references therein. Caravan, P.; Hedlund, T.; Liu, S.; Sjöberg, S.; Orvig, C. J. Am. Chem. Soc. 1995, 117, 11230-11238.
16. Yang, L. W.; Liu, S.; Wong, E.; Rettig, S. J.; Orvig, C. Inorg. Chem. 1995, 34, 2164-2178 and references therein. Caravan, P.; Hedlund, T.; Liu, S.; Sjöberg, S.; Orvig, C. J. Am. Chem. Soc. 1995, 117, 11230-11238.
17. Balzani, V.; Berghmans, E.; Lehn, J.-M; Sabbatini, N.; Terörde, R.; Ziessel, R. Helv. Chim. Acta 1990, 73, 2083-2089. Ziessel, R.; Maestri, M.; Prodi, L.; Balzani, V.; Van Doersselaer, A. Inorg. Chem. 1993, 32, 1237-1241. Sabbatini, N.; Guardigli, M.; Manet, I.; Bolleta, F.; Ziessel, R. Inorg. Chem. 1994, 33, 955-959.
18. Balzani, V.; Berghmans, E.; Lehn, J.-M; Sabbatini, N.; Terörde, R.; Ziessel, R. Helv. Chim. Acta 1990, 73, 2083-2089. Ziessel, R.; Maestri, M.; Prodi, L.; Balzani, V.; Van Doersselaer, A. Inorg. Chem. 1993, 32, 1237-1241. Sabbatini, N.; Guardigli, M.; Manet, I.; Bolleta, F.; Ziessel, R. Inorg. Chem. 1994, 33, 955-959.
19. Balzani, V.; Berghmans, E.; Lehn, J.-M; Sabbatini, N.; Terörde, R.; Ziessel, R. Helv. Chim. Acta 1990, 73, 2083-2089. Ziessel, R.; Maestri, M.; Prodi, L.; Balzani, V.; Van Doersselaer, A. Inorg. Chem. 1993, 32, 1237-1241. Sabbatini, N.; Guardigli, M.; Manet, I.; Bolleta, F.; Ziessel, R. Inorg. Chem. 1994, 33, 955-959.
20. Jones, P. L.; Amoroso, A. J.; Jeffery, J. C.; Mc Cleverty, J. A.; Psillakis, E.; Rees, L. H.; Ward, M. D. Inorg. Chem. 1997, 36, 10-18.
21. Xu, J.; Franklin, S. J.; Whisenhunt, D. W.; Raymond, K. N. J. Am. Chem. Soc. 1995, 117, 7245-7246.
22. Piguet,C.; Bernardinelli, G.; Hopfgartner, G. Chem. Rev. 1997, 97, 2005-2062.
23. Piguet, C.; Bünzli J.-C. G.; Bernardinelli, G.; Williams, A. F. Inorg. Chem. 1993, 32, 4139-4149.
24. Piguet, C.; Bünzli, J.-C. G.; Bernardinelli, G.; Bochet, C. G.; Froidevaux, P. J. Chem. Soc., Dalton Trans. 1995, 83-97.
25. Bünzli, J.-C. G.; Petoud, S.; Piguet, C.; Renaud, F. J. Alloys Compds. 1997, 249, 14-24.
26. Piguet, C.; Williams, A. F.; Bernardinelli, G.; Moret, E.; Bünzli, J.-C. G. Helv. Chim. Acta 1992, 75, 1697-1717.
27. Petoud, S.; Bünzli, J.-C. G.; Schenk, K. J.; Piguet, C. Inorg. Chem. 1997, 36, 1345-1353.
28. Piguet, C.; Rivara-Minten, E.; Hopfgartner, G.; Bünzli, J.-C. G. Helv. Chim. Acta 1995, 78, 1651-1672.
29. Piguet, C.; Rivara-Minten, E.; Hopfgartner, G.; Bünzli, J.-C. G. Helv. Chim. Acta 1995, 78, 1541-1566. Piguet, C.; Hopfgartner, G.; Williams, A. F.; Bünzli, J.-C. G. J. Chem. Soc., Chem. Commun. 1995, 491-493.
30. Piguet, C.; Rivara-Minten, E.; Hopfgartner, G.; Bünzli, J.-C. G. Helv. Chim. Acta 1995, 78, 1541-1566. Piguet, C.; Hopfgartner, G.; Williams, A. F.; Bünzli, J.-C. G. J. Chem. Soc., Chem. Commun. 1995, 491-493.
31. Piguet, C.; Bünzli, J.-C. G.; Bernardinelli, G.; Hopfgartner, G.; Petoud, S.; Schaad, O. J. Am. Chem. Soc. 1996, 118, 6681-6697. Piguet C.; Bernardinelli, G.; Bünzli, J.-C. G.; Petoud, S.; Hopfgartner, G. J. Chem. Soc., Chem. Commun. 1995, 2575-2577.
32. Piguet, C.; Bünzli, J.-C. G.; Bernardinelli, G.; Hopfgartner, G.; Petoud, S.; Schaad, O. J. Am. Chem. Soc. 1996, 118, 6681-6697. Piguet C.; Bernardinelli, G.; Bünzli, J.-C. G.; Petoud, S.; Hopfgartner, G. J. Chem. Soc., Chem. Commun. 1995, 2575-2577.
33. Piguet, C.; Rivara-Minten, E.; Bernardinelli, G.; Bünzli, J.-C. G.; Hopfgartner, G. J. Chem. Soc., Dalton Trans. 1997, 421-433.
34. Piguet, C.; Bünzli, J.-C. G.; Bernardinelli, G.; Hopfgartner, G.; Williams, A. F. J. Am. Chem. Soc. 1993, 115, 8197-8206. Bernardinelli, G.; Piguet, C.; Williams, A. F. Angew. Chem., Int. Ed. Engl. 1992, 31, 1622-1624.
35. Piguet, C.; Bünzli, J.-C. G.; Bernardinelli, G.; Hopfgartner, G.; Williams, A. F. J. Am. Chem. Soc. 1993, 115, 8197-8206. Bernardinelli, G.; Piguet, C.; Williams, A. F. Angew. Chem., Int. Ed. Engl. 1992, 31, 1622-1624.
36. Malinowski, E. R.; Howery, D. G. Factor Analysis in Chemistry; J. Wiley: New York, Chichester, Brisbane, and Toronto, 1980.
37. Gampp, H.; Maeder, M.; Meyer, C. J.; Zuberbühler, A. D. Talanta 1986, 33, 943-951.
38. Hopfgartner, G.; Piguet, C.; Henion, J. D.; Williams, A. F. Helv. Chim. Acta 1993, 76, 1759-1766.
39. Hopfgartner, G.; Piguet, C.; Henion, J. D. J. Am. Soc. Mass Spectrom. 1994, 5, 748-756.
40. Sheldrick, G. M. Acta Crystallogr., Sect A 1990, 46, 467-473.
41. Sheldrick, G. M. SHELXL-93, University of Göttingen.
42. Piguet, C.; Bernardinelli, G.; Bocquet, B.; Quattropani, A.; Williams, A. F. J. Am. Chem. Soc. 1992, 114, 7440-7451.
43. Desreux, J. F. In Lanthanide Probes in Life, Chemical and Earth Sciences; Bünzli, J.-C. G., Choppin, G. R., Eds.; Elsevier Publishing Co.: Amsterdam, 1989; Chapter 2, p 43.
44. Wolsey, W. C. J. Chem. Educ. 1978, 55, A355.
45. Piguet, C.; Bocquet, B.; Hopfgartner, G. Helv. Chim. Acta 1994, 77, 931-942.
46. Renaud, F.; Piguet, C.; Bernardinelli, G.; Bünzli, J.-C. G.; Hopfgartner, G. Chem. Eur. J. 1997, 3, 1646-1659; 1660-1667.
47. Nakamoto, K. Infrared and Roman Spectra of Inorganic and Coordination Compounds, 3rd ed.; J. Wiley: New York, Chichester, Brisbane, and Toronto, 1972; pp 142-154.
48. Johnson C. K., ORTEP II; Report ORNL-5138; Oak Ridge National Laboratory: Oak Ridge, TN, 1976.
49. Shannon, R. D. Acta Crystallogr. 1976, A32, 751-767.
50. Hunter C. A.; Sanders J. K. M. J. Am. Chem. Soc. 1990, 112, 5525-5534. Adams, H.; Carver, F. J.; Hunter, C. A.; Morales, J. C.; Seward, E. M. Angew Chem., Int. Ed. Engl. 1996, 35, 1542-1544.
51. Hunter C. A.; Sanders J. K. M. J. Am. Chem. Soc. 1990, 112, 5525-5534. Adams, H.; Carver, F. J.; Hunter, C. A.; Morales, J. C.; Seward, E. M. Angew Chem., Int. Ed. Engl. 1996, 35, 1542-1544.
52. Parker D.; Williams J. A. G. J. Chem. Soc., Perkin Trans. 2 1995, 1305-1314.
53. Nicolò, F.; Plancheral, D.; Chapuis, G.; Bünzli, J.-C. G. Inorg. Chem. 1988, 27, 3518-3526.
54. Alpha, B.; Ballardini, R.; Balzani, V.; Lehn, J.-M.; Perathoner, S.; Sabbatini, N. Photochem. Photobiol. 1990, 52, 299-306.
55. Rüttimann, S.; Piguet, C.; Bernardinelli, G.; Bocquet, B.; Williams, A. F. J. Am. Chem. Soc. 1992, 114, 4230-4237.
56. Piguet, C.; Hopfgartner, G.; Bocquet, B.; Schaad, O.; Williams, A. F. J. Am. Chem. Soc. 1994, 116, 9092-9102.
57. Bertini, I.; Luchinat, C. NMR of Paramagnetic Molecules in Biological Systems; Benjamin/Cummings Publishing Co. Inc.: Menlo Park, CA, 1986; Chapter 10.
58. Bünzli, J.-C. G.; Merbach, A .E.; Nielson, R. M. Inorg. Chim. Acta 1987, 139, 151-152.
59. Steemers, F. J.; Verboom, W.; Reinhoudt, D. N.; Vandertol, E. B.; Verhoeven, J. W. J. Am. Chem. Soc. 1995, 117, 9408-9414.
60. Latva, M.; Takalo, H.; Mukkala, V. M.; Matachescu, C.; Rodriguez-Ubis, J. C.; Kankare, J. J. Lumin. 1997, 75, 149-169. Latva, M.; Takalo, H.; Mukkala, V. M.; Kankare, J. Inorg. Chim. Acta 1998, 267, 63-72.
61. Latva, M.; Takalo, H.; Mukkala, V. M.; Matachescu, C.; Rodriguez-Ubis, J. C.; Kankare, J. J. Lumin. 1997, 75, 149-169. Latva, M.; Takalo, H.; Mukkala, V. M.; Kankare, J. Inorg. Chim. Acta 1998, 267, 63-72.
62. Bünzli, J.-C. G.; Yersin, J.-R. Helv. Chim. Acta 1982, 65, 2498-2506.
63. Frey, S. T.; Horrocks, W. deW., Jr. Inorg. Chim. Acta 1995, 229, 384-390.
64. Albin, M.; Horrocks, W. deW., Jr. Inorg. Chem. 1985, 24, 895-900.
65. Perlmutter-Hayman, B. Acc. Chem. Res. 1986, 19, 90-96.
66. Garrett, T. M.; Koert, U.; Lehn, J.-M. J. Phys. Org. Chem. 1992, 5, 529-532. Pfeil, A.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1992, 838-840.
67. Garrett, T. M.; Koert, U.; Lehn, J.-M. J. Phys. Org. Chem. 1992, 5, 529-532. Pfeil, A.; Lehn, J.-M. J. Chem. Soc., Chem. Commun. 1992, 838-840.