Influence of the cavity size of water-soluble cryptophanes on their binding properties for cesium and thallium cations

Journal of Physical Chemistry B

Volumn 117, Issue 41, 2013, Pages 12593-12601

  Brotin, Thierry ^a   Goncalves, Sylvie ^a   Berthault, Patrick ^b   Cavagnat, Dominique ^c   Buffeteau, Thierry ^c  

^a UNIVERSITÉ DE LYON   (France)

^b CEA SACLAY   (France)

^c INSTITUT DES SCIENCES MOLÉCULAIRES   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BASIC SOLUTIONS; BINDING CONSTANT; BINDING PROPERTIES; ELECTRONIC CIRCULAR DICHROISM; EXPERIMENTAL CONDITIONS; ISOTHERMAL TITRATION CALORIMETRY; MAIN PARAMETERS; THALLIUM CATIONS;

ALUMINUM CORROSION; BINDING ENERGY; CAVITY RESONATORS; DETOXIFICATION; ISOMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POSITIVE IONS; THALLIUM COMPOUNDS;

CESIUM;

EID: 84886914562     PISSN: 15206106     EISSN: 15205207     Source Type: Journal    
DOI: 10.1021/jp4074009     Document Type: Article

References (46)

1. Pedersen, C. J. J. Am. Chem. Soc. 1967, 89, 7017-7036
2. Frensdorff, H. K. J. Am. Chem. Soc. 1971, 93, 600-606
3. Rodriguez, L. J.; Liesegang, G. W.; White, R. D.; Farrow, M. M.; Purdle, N.; Eyring, E. M. J. Phys. Chem. 1977, 22, 2118-2122
4. Liu, Y.; Tong, L.-H.; Huang, S.; Tian, B.-Z.; Inoue, Y.; Hakushi, T. J. Phys. Chem. 1990, 94, 2666-2670
5. McDowell, W. J.; Case, G. N.; McDonough, J. A.; Bartsch, R. A. Anal. Chem. 1992, 64, 3013-3017
6. Ungaro, R.; Casnati, A.; Ugozzoli, F.; Pochini, A.; Dozol, J.-F.; Hill, C.; Rouquette, H. Angew. Chem., Int. Ed. Engl. 1994, 33, 1506-1509
7. Casnati, A.; Pochini, A.; Ungaro, R.; Ugozzoli, F.; Arnaud, F.; Fanni, S.; Schwing, M.-J.; Egberink, R. J. M.; de Jong, F.; Reinhoudt, D. N. J. Am. Chem. Soc. 1995, 117, 2767-2777
8. Arnaud-Neu, F.; Asfari, Z.; Souley, B.; Vicens, J. New J. Chem. 1996, 20, 453-463
9. Danil de Namor, A. F.; Cleverley, R. M.; Zapata-Ormachea, M. L. Chem. Rev. 1998, 98, 2495-2525
10. Marji, D.; Taha, Z. J. Inclusion Phenom. Mol. Recognit. Chem. 1998, 30, 309-320
11. Lamare, V.; Dozol, J.-F.; Fuangswasdi, S.; Arnaud-Neu, F.; Thuery, P.; Nierlich, M.; Asfari, Z.; Vicens, J. J. Chem. Soc., Perkin Trans. 2 1999, 271-284
12. Rouhollahi, A.; Ganjali, M. R.; Moghimi, A.; Buchanan, G. W.; Shamsipur, M. J. Inclusion Phenom. Macrocyclic Chem. 1999, 33, 361-376
13. Valeur, B.; Leray, I. Coord. Chem. Rev. 2000, 205, 3-40
14. Blanda, M. T.; Farmer, D. B.; Brodbelt, J. S.; Goolsby, B. J. J. Am. Chem. Soc. 2000, 122, 1486-1491
15. Leray, I.; Asfari, Z.; Vicens, J.; Valeur, B. J. Chem. Soc., Perkin Trans. 2 2002, 1429-1434
16. Matthews, S. E.; Rees, N. H.; Felix, V.; Drew, M. G. B.; Beer, P. D. Inorg. Chem. 2003, 42, 729-734
17. Konishi, H.; Takahashi, K.; Nakamura, M.; Sakamoto, H.; Kimura, K. J. Inclusion Phenom. Macrocyclic Chem. 2006, 54, 147-152
18. Souchon, V.; Leray, I.; Valeur, B. Chem. Commun. 2006, 4224-4226
19. Cuc, D.; Bouguet-Bonnet, S.; Morel-Desrosiers, N.; Morel, J.-P.; Mutzenhardt, P.; Canet, D. J. Phys. Chem. B 2009, 113, 10800-10807
20. Haddadi, H.; Alizadeh, N.; Shamsipur, M.; Asfari, Z. J. Phys. Chem. A 2010, 114, 7462-7469
21. Haddadi, H.; Alizadeh, N.; Shamsipur, M.; Asfari, Z.; Lippolis, V.; Bazzicalupi, C. Inorg. Chem. 2010, 49, 6874-6882
22. Alizadeh, N.; Haddadi, H. Polyhedron 2011, 30, 1267-1273
23. Kriz, J.; Dybal, J.; Makrlik, E.; Vanura, P.; Moyer, B. A. J. Phys. Chem. B 2011, 115, 7578-7587
24. Chester, R. T.; Couton, D.; Lobler, R.; Mocerino, M.; Ogden, M. I.; Pettersen, J. K.; Skelton, B. W.; White, A. H. J. Incl. Phenom. Macrocycl. Chem. 2011, 71, 471-477
25. Kriz, J.; Dybal, J.; Makrlik, E.; Sedlakova, Z. Chem. Phys. 2012, 400, 19-28
26. Collet, A. Tetrahedron 1987, 43, 5725-5759
27. Brotin, T.; Dutasta, J.-P. Chem. Rev. 2009, 88-130
28. Canceill, J.; Lacombe, L.; Collet, A. J. Chem. Soc., Chem. Commun. 1987, 219-221
29. Garel, L.; Lozach, B.; Dutasta, J.-P.; Collet, A. J. Am. Chem. Soc. 1993, 115, 11652-11653
30. Spence, M. M.; Ruiz, E. J.; Rubin, S. M.; Lowery, T. J.; Winssinger, N.; Schultz, P. G.; Wemmer, D. E.; Pines, A. J. Am. Chem. Soc. 2004, 126, 15287-15294
31. Huber, G.; Brotin, T.; Dubois, L.; Desvaux, H.; Dutasta, J.-P.; Berthault, P. J. Am. Chem. Soc. 2006, 128, 6239-6246
32. Berthault, P.; Desvaux, H.; Wendlinger, T.; Gyejacquot, M.; Stopin, A.; Brotin, T.; Dutasta, J.-P.; Boulard, Y. Chem.-Eur. J. 2010, 16, 12941-12946
33. Bouchet, A.; Brotin, T.; Cavagnat, D.; Buffeteau, T. Chem.-Eur. J. 2010, 16, 4507-4518
34. Seward, G. K.; Bai, Y.; Khan, N. S.; Dmochowski, I. J. Chem. Sci. 2011, 2, 1103-1110
35. Givelet, C.; Sun, J.; Xu, D.; Emge, T. J.; Dhokte, A.; Warmuth, R. Chem. Commun. 2011, 47, 4511-4513
36. Bouchet, A.; Brotin, T.; Linares, M.; Agren, H.; Cavagnat, D.; Buffeteau, T. J. Org. Chem. 2011, 76, 1372-1383
37. Traoré, T.; Clavé, G.; Delacour, L.; Kotera, N.; Renard, P.-Y.; Romieu, A.; Berthault, P.; Boutin, C.; Tassali, N.; Rousseau, B. Chem. Commun. 2011, 47, 9702-9704
38. Bouchet, A.; Brotin, T.; Linares, M.; Agren, H.; Cavagnat, D.; Buffeteau, T. J. Org. Chem. 2011, 76, 4178-4181
39. Bouchet, A.; Brotin, T.; Linares, M.; Cavagnat, D.; Buffeteau, T. J. Org. Chem. 2011, 76, 7816-7825
40. Kotera, N.; Tassali, N.; Léonce, E.; Boutin, C.; Berthault, P.; Brotin, T.; Dutasta, J.-P.; Delacour, L.; Traoré, T.; Buisson, D. A.; Taran, F.; Coudert, S.; Rousseau, B. Angew. Chem., Int. Ed. 2012, 51, 4100-4103
41. Brotin, T.; Montserret, R.; Bouchet, A.; Cavagnat, D.; Linares, M.; Buffeteau, T. J. Org. Chem. 2012, 77, 1198-1201
42. Brotin, T.; Cavagnat, D.; Berthault, P.; Montserret, R.; Buffeteau, T. J. Phys. Chem. B 2012, 116, 10905-10914
43. Marcus, Y. Ion Properties; Marcel Dekker: New York, 1997.
44. Canceill, J.; Lacombe, L.; Collet, A. J. Chem. Soc. Chem. Comm. 1987, 219-221
45. Canceill, J.; Collet, A.; Gottarelli, G.; Palmieri, P. J. Am. Chem. Soc. 1987, 109, 6454-6464
46. The cavity size of cryptophanes 2-4 was calculated by using the GRASP program: Brotin, T.; Dutasta, J.-P. Eur. J. Org. Chem. 2003, 973-984