Calix[6]tren and copper(II): A third generation of funnel complexes on the way to redox calix-zymes

Proceedings of the National Academy of Sciences of the United States of America

Volumn 102, Issue 19, 2005, Pages 6831-6836

  Izzet, Guillaume ^a   Douziech, Bénédicte ^b   Prangé, Thierry ^c   Tomas, Alain ^c   Jabin, Ivan ^d   Le Mest, Yves ^b   Reinaud, Olivia ^a  

^a UNIVERSITÉ PARIS DESCARTES   (France)

^b UNIVERSITÉ DE BRETAGNE OCCIDENTALE   (France)

^c CNRS   (France)

^d UNIVERSITÉ DU HAVRE   (France)

Author keywords

Bioinorganic; Electrochemistry; Enzyme model; Host guest; Supramolecular

Indexed keywords

ALCOHOL; CALIXARENE; COPPER; METAL ION; N,N DIMETHYLFORMAMIDE;

ARTICLE; CRYSTAL STRUCTURE; CYCLIC POTENTIOMETRY; ELECTROCHEMISTRY; ELECTRON SPIN RESONANCE; ENZYME ACTIVE SITE; HYDROPHOBICITY; LIGAND BINDING; OXIDATION REDUCTION REACTION; PRIORITY JOURNAL; SUPRAMOLECULAR CHEMISTRY; THERMODYNAMICS;

ARENE;

EID: 18744397224     PISSN: 00278424     EISSN: None     Source Type: Journal    
DOI: 10.1073/pnas.0500240102     Document Type: Article

References (56)

1. Kaim, W. & Rall, J. (1996) Angew. Chem. Int. Ed. Engl. 35, 43-60.
2. Klinman, J. P. (1996) Chem. Rev. 96, 2541-2561.
3. Evans, J. P., Ahn, K. & Klinman, J. P. (2003) J. Biol. Chem. 278, 49691-49698.
4. Prigge, S. T., Eipper, B. A., Mains, R. E. & Amzel, L. M. (2004) Science 304, 864-867.
5. Chen, P. & Solomon, E. I. (2004) J. Am. Chem. Soc. 126, 4991-5000.
6. Solomon, E. I., Chen, P., Metz, M., Lee, S.-K. & Palmer, A. E. (2001) Angew. Chem. Int. Ed. Engl. 40, 4570-4590.
7. Hatcher, L. Q. & Karlin, K. D. (2004) J. Biol. Inorg. Chem. 9, 669-683.
8. Lewis, E. A. & Tolman, W. B. (2004) Chem. Rev. 104, 1047-1076.
9. Mirica, L. M., Ottenwalder, X. & Stack, T. D. P. (2004) Chem. Rev. 104, 1013-1045.
10. Weitzer, M., Schindler, S., Brehm, G., Schneider, S., Hörmann, E., Jung, B., Kaderli, S. & Zuberbühler, A. D. (2003) Inorg. Chem. 42, 1800-1806.
11. Gray, H. B., Malmström, B. G. & Williams, R. J. P. (2000) J. Biol. Inorg. Chem. 5, 551-559.
12. Vallee, B. L. & Williams, R. J. P. (1968) Proc. Natl. Acad. Sci. USA 59, 498-505.
13. Williams, R. J. P. (1971) Inorg. Chim. Acta Rev. 5, 137-155.
14. Rorabacher, D. B. (2004) Chem. Rev. 104, 651-697.
15. Li, H., Webb, S. P., Ivanic, J. & Jensen, J. H. (2004) J. Am. Chem. Soc. 126, 8010-8019.
16. Blanchard, S., Le Clainche, L., Rager, M.-N., Chansou, B., Tuchagues, J.-P., Duprat, A. F., Le Mest, Y. & Reinaud, O. (1998) Angew. Chem. Int. Ed. Engl. 37, 2732-2735.
17. Sénèque, O., Rondelez, Y., Le Clainche, L., Inisan, C., Rager, M.-N., Giorgi, M. & Reinaud, O. (2001) Eur. J. Inorg. Chem. 2597-2604.
18. Rondelez, Y., Sénèque, O., Rager, M.-N., Duprat, A. F. & Reinaud, O. (2000) Chem. Eur. J. 6, 4218-4226.
19. Rondelez, Y., Rager, M.-N., Duprat, A. & Reinaud, O. (2002) J. Am. Chem. Soc. 124, 1334-1340.
20. Rondelez, Y., Bertho, G. & Reinaud, O. (2002) Angew. Chem. Int. Ed. Engl. 41, 1044-1046.
21. Le Clainche, L. & Reinaud, O. (2001) Inorg. Chem. 39, 3436-3437.
22. Le Clainche, L., Rondelez, Y., Sénèque, O., Blanchard, S., Campion, M., Giorgi, M., Duprat, A. F., Le Mest, Y. & Reinaud, O. (2000) C. R. Acad. Sci. Sér. IIc 3, 811-819.
23. Le Poul, N., Campion, M., Izzet, G., Douziech, B., Reinaud, O. & Le Mest, Y. (2005) J. Am. Chem. Soc. 127, 5280-5281.
24. Campion, M. (2004) Ph.D. thesis (Université de Brest, Brest, France).
25. Sénèque, O. & Reinaud, O. (2003) Tetrahedron 59, 5563-5568.
26. Rondelez, Y., Li, Y. & Reinaud, O. (2004) Tetrahedron Lett. 45, 4669-4672.
27. Sénèque, O., Campion, M., Douziech, B., Giorgi, M., Le Mest, Y. & Reinaud, O. (2003) J. Chem. Soc. Dalton Trans. 4216-4218.
28. Sénèque, O., Campion, M., Douziech, B., Giorgi, M., Rivière, E., Journaux, Y., Le Mest, Y. & Reinaud, O. (2002) Eur. J. Inorg. Chem., 2007-2014.
29. Izzet, G. (2004) Ph.D. thesis, Université Paris XI, Paris).
30. Jabin, I. & Reinaud, O. (2003) J. Org. Chem. 68, 3416-3419.
31. Darbost, U., Giorgi, M., Reinaud, O. & Jabin, I. (2004) J. Org. Chem. 69, 4879-4883.
32. Zeng, X., Hucher, N., Reinaud, O. & Jabin, I. (2004) J. Org. Chem. 69, 6886-6889.
33. Darbost, U., Zeng, X., Rager, M.-N., Giorgi, M., Jabin, I. & Reinaud, O. (2004) Eur. J. Inorg. Chem., 4371-4374.
34. Otwinowski, Z. & Minor, W. (1997) Methods Enzymol. 276, 307-326.
35. Sheldrick, G. M. (1997) SHELXL: A Program for Refining Crystal Structures (University of Göttingen, Göttingen, Germany).
36. Miller, R., Gallo, S. M., Khalak, H. G. & Weeks, C. M. (1994) J. Appl. Crystallogr. 27, 613-621.
37. Addison, A. W., Rao, T. N., Reedijk, J., Van Rijn, J. & Verschoor, G. C. (1984) J. Chem. Soc. Dalton Trans. 7, 1349-1356.
38. Duggan, M., Ray, N., Hathaway, B., Tomlinson, G., Brint, P. & Pelin, K. (1980) J. Chem. Soc. Dalton Trans. 8, 1342-1348.
39. Massoud, S. S., Mautner, F. A., Abu-Youssef, M. A. M. & Shuaib, N. M. (1999) Polyhedron 18, 2061-2067.
40. Marvaud, V., Decroix, C., Scuiller, A., Guyard-Duhayon, C., Vaissermann, J., Gonnet, F. & Verdaguer, M. (2003) Chem. Eur. J. 9, 1677-1691.
41. Scott, M. J., Lee, S. C. & Holm, R. H. (1994) Inorg. Chem. 33, 4651-4662.
42. Lee, S. C. & Holm, R. H. (1993) J. Am. Chem. Soc. 115, 11789-11798.
43. Schatz, M., Becker, M., Walter, O., Liehr, G. & Schindler, S. (2001) Inorg. Chim. Acta 324, 173-179.
44. Harding, C. J., Mabbs, F. E., MacInnes, E. J. L., McKee, V. & Nelson, J. (1996) J. Chem. Soc. Dalton Trans. 15, 3227-3230.
45. Pierre, J.-L., Chautemps, P., Refaif, S., Beguin, C., El Marzouki, A., Serratrice, G., Saint-Aman, E. & Rey, P. (1995) J. Am. Chem. Soc. 117, 1965-1973.
46. Thaler, F., Hubbard, C. D., Heinemann, F. W., Van Eldik, R., Schindler, S., Fabian, I., Dittler-Klingemann, A. M., Ekkehardt Hahn, F. & Orvig, C. (1998) Inorg. Chem. 37, 4022-4029.
47. Amendola, V., Bastianello, E., Fabbrizzi, L., Mangano, C., Pallavicini, P., Perotti, A., Manotti Lanfredi, A. & Ugozzoli, F. (2000) Angew. Chem. Int. Ed. Engl. 39, 2917-2920.
48. Motekaitis, R. J., Rudolf, P. R., Martell, A. E. & Clearfield, A. (1989) Inorg. Chem. 28, 112-115.
49. Lu, Q., Latour, J.-M., Harding, C. J., Martin, N., Marrs, D. J., McKee, V. & Nelson, J. (1994) J. Chem. Soc. Dalton Trans. 9, 1471-1478.
50. Dussart, Y., Harding, C., Dalgaard, P., McKenzie, C., Kadirvelraj, R., McKee, V. & Nelson, J. (2002) J. Chem. Soc. Dalton Trans. 8, 1704-1713.
51. Sénèque, O., Giorgi, M. & Reinaud, O. (2001) Chem. Commun., 984-985.
52. Sénèque, O., Giorgi, M. & Reinaud, O. (2003) Supramol. Chem. 15, 573-580.
53. Sénèque, O., Rager, M.-N., Giorgi, M. & Reinaud, O. (2001) J. Am. Chem. Soc. 123, 8442-8443.
54. Murphy, G., Nagle, P., Murphy, B. & Hathaway, B. (1997) J. Chem. Soc. Dalton Trans., 2645-2652.
55. Hathaway, B. J. & Billing, D. E. (1970) Coord. Chem. Rev. 5, 143-207.
56. Ambundo, E. A., Yu, Q., Ochrymowycz, L. A. & Rorabacher, D. B. (2003) Inorg. Chem. 42, 5267-5273.