New amino-functionalized 1,3-alternate calix[4]arene bis- and mono-(benzo-crown-6 ethers) for pH-switched cesium nitrate extraction

Tetrahedron Letters

Volumn 44, Issue 29, 2003, Pages 5397-5401

  Gorbunova, Maryna G ^a   Bonnesen, Peter V ^a   Engle, Nancy L ^a   Bazelaire, Eve ^a   Delmau, Lætitia H ^a   Moyer, Bruce A ^a  

^a OAK RIDGE NATIONAL LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; CESIUM NITRATE; CROWN ETHER DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ACIDIFICATION; ACIDITY; ALKALINITY; AQUEOUS SOLUTION; ARTICLE; CHEMICAL REACTION; EXTRACTION; PROTON TRANSPORT; SYNTHESIS;

ARENE;

EID: 0038539653     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01310-8     Document Type: Article

References (32)

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17. 13C NMR for all other compounds were obtained under the same conditions unless otherwise noted.
18. 2: C, 43.67; H, 5.39; N, 3.00. Found: C; 43.63; H; 5.66; N, 3.08%.
19. Talanov V.S., Talanova G.G., Gorbunova M.G., Bartsch R.A. J. Chem. Soc., Perkin Trans. 2. 2002;209-215.
20. Sachleben R.A., Bonnesen P.V., Descazeaud T., Haverlock T.J., Urvoas A., Moyer B.A. Solv. Extract. Solv. Exch. 17:1999;1445-1459.
21. 8: C, 76.67; H, 7.96; N, 1.66. Found: C; 76.38; H, 8.00; N, 1.73%.
22. 2O: C, 73.48; H, 8.48; N, 1.45. Found: C, 73.84; H, 8.37; N, 1.41%.
23. 12: C, 71.44; H, 6.00; N, 2.87. Found: C, 71.56; H 6.08; N, 2.94%.
24. 12: C, 70.86; H, 6.77; N, 2.85. Found: C, 70.60; H, 6.81; N, 2.78%.
25. 9: Engle, N. L.; Bonnesen P. V.; Tomkins, B. A.; Haverlock, T. J.; Moyer, B. A. To be submitted to Solv. Extr. Ion Exch.
26. 12: C, 74.46; H, 6.60; N, 2.41. Found: C, 74.24; H, 6.68; N, 2.35%.
27. 2O: C, 73.18; H, 8.13; N, 3.04. Found: C, 73.39; H, 7.85; N, 2.96%.
28. Casnati A., Fochi M., Minari P., Pochini A., Reggiani M., Ungaro R., Reinhoudt D.N. Gazz. Chim. Ital. 126:1996;99-106.
29. 12: C, 70.40; H, 7.47. Found: C, 70.15; H, 7.37%.
30. 12: C, 74.65; H, 7.81; N, 1.19. Found: C, 74.66; H, 7.73; N, 1.09%.
31. 2O: C, 72.18; H, 8.15; N, 1.18. Found: C, 72.63; H, 8.15; N, 1.18%.
32. The weaker extraction by 12 implies an additional effect, which we suggest may arise from a negative allosteric influence of intramolecular hydrogen binding. This possibility is under investigation.