Ligand Design for Small Cations: The Li+/14-Crown-4 System

ACS Symposium Series

Volumn 716, Issue , 1999, Pages 114-132

  Sachleben, Richard A ^a   Moyer, Bruce A ^a  

^a OAK RIDGE NATIONAL LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542420389     PISSN: 00976156     EISSN: None     Source Type: Book Series    
DOI: 10.1021/bk-1999-0716.ch007     Document Type: Article

References (70)

1. Cram, D. J.; Cram, J. M. Science 1974, 183, 803.
2. Host-Guest Complex Chemistry I; Vögtle, F., Ed.; Topics in Current Chemistry; Springer-Verlag: Berlin, 1981; Vol. 98.
3. Host-Guest Complex Chemistry II; Vögtle, F., Ed.; Topics in Current Chemistry; Springer-Verlag: Berlin, 1982; Vol. 101.
4. Host-Guest Complex Chemistry III; Vögtle, F.; Weber, E., Eds.; Topics in Current Chemistry; Springer-Verlag: Berlin, 1984; Vol.121.
5. For current and comprehensive reviews see: Molecular Recognition: Receptors for Cationic Guests; Gokel, G. W., Ed.; Comprehensive Supramolecular Chemistry; Pergamon, Elsevier: New York, 1996; Vol. 1. Molecular Recognition: Receptors for Molecular Guests; Vogue, F., Ed.; Comprehensive Supramolecular Chemistry; Pergamon, Elsevier: New York, 1996; Vol. 2.
6. For current and comprehensive reviews see: Molecular Recognition: Receptors for Cationic Guests; Gokel, G. W., Ed.; Comprehensive Supramolecular Chemistry; Pergamon, Elsevier: New York, 1996; Vol. 1. Molecular Recognition: Receptors for Molecular Guests; Vogue, F., Ed.; Comprehensive Supramolecular Chemistry; Pergamon, Elsevier: New York, 1996; Vol. 2.
7. Pedersen, C. J. J. Am. Chem. Soc. 1967, 89, 7017.
8. Dietrich, B.; Lehn, J.-M.; Sauvage, J.-P. Tetrahedron Lett. 1969, 2885.
9. Gokel, G. W.; Dishong, D. M.; Diamond, C. J. J. Chem. Soc., Chem. Commun. 1980, 1053.
10. Gokel, G. W. Crown Ethers and Cryptands; Royal Society of Chemistry: Cambridge, 1991; and references cited therein.
11. Christensen, J. J.; Hill, J. O.; Izatt, R. M. Science 1971, 174, 459.
12. Lamb, J. D.; Izatt, R. M.; Christensen, J. J.; Eatough, D. J. In Coordination Chemistry of Macrocyclic Compounds; Melson, G. A., Ed.; Plenum: New York, 1979; Chapter 3.
13. Michaux, G.; Reese, J. J. Am. Chem. Soc. 1982, 104, 6895.
14. Schults, R. A.; Dishong, D. M.; Gokel, G. W. J. Am. Chem. Soc. 1982, 104, 625.
15. Gokel, G. W.; Goli, D. M.; Minganti, C.; Echegoyen, L. J. Am. Chem. Soc. 1983, 105, 6786.
16. Lithium - Current Application in Science, Medicine and Technology, Bach, R. O., Ed.; Wiley: New York, 1985.
17. Lithium: Inorganic Pharmacology and Psychiatric Use, Birch, N. J., Ed.; IRL Press: Oxford, 1988.
18. Olsher, U.; Izatt, R. M.; Bradshaw, J. S.; Dalley, N. K. Chem. Rev. 1991, 91, 137.
19. Bartsch, R. A.; Ramesh, V.; Bach, R. O.; Shono, T.; Kimura, K. In Lithium Chemistry: An Experimental and Theoretical Overview; Saspe, A.-M.; Von Ragué Schleyer, P., Eds.; John Wiley & Sons: New York, 1995; Ch. 10.
20. Inoue, Y.; Hakushi, T.; Li, Y.; Tong, L-H. J. Org. Chem. 1993, 58, 5411.
21. Czech, B. P.; Babb, D. A.; Son, B.; Bartsch, R. A. J. Org. Chem. 1984, 49, 4805.
22. Bartsch, R. A.; Czech, B. P.; Kang, S. I.; Stuart, L. E.; Walkowiak, W.; Charewicz, W. A.; Heo, G. S.; Son, B. J. Am. Chem. Soc. 1985, 107, 4997.
23. Wakita, R.; Yonetani, M.; Nakatsuji, Y.; Okahara, M. J. Org. Chem. 1990, 55, 2752.
24. Olsher, U. J. Am. Chem. Soc. 1982, 104, 4006.
25. Bartsch, R. A. Solvent Extr. Ion Exch. 1989, 7, 829.
26. Sachleben, R. A.; Moyer, B. A.; Driver, J. L. Sep. Sci. Technol. 1995, 30, 1157.
27. Sachleben, R. A.; Davis, M. C.; Bruce, J. J.; Ripple, E. S.; Driver, J. L.; Moyer, B. A. Tetrahedron Lett. 1993, 34, 5373.
28. Kobiro, K.; Matsuoka, T.; Takada, S.; Kakiuchi, K.; Tobe, Y.; Odaira, Y. Chem. Lett. 1986, 713.
29. March, J. Advanced Organic Chemistry, 3rd ed.; John Wiley and Sons: New York, 1985; p 220.
30. Suzuki, K.; Yamada, H.; Sato, K.; Watanabe, K.; Hisamoto, H.; Tobe, Y.; Kobiro, K. Anal. Chem. 1993, 65, 3404.
31. Kobiro, K. Coord. Chem. Rev. 1996, 148, 135.
32. Hay, B. P.; Rustad, J. R. J. Am. Chem. Soc. 1994, 116, 6316; and references cited therein.
33. Hay, B. P.; Rustad, J. R.; Hosteller, C. J. J. Am. Chem. Soc. 1993, 115, 11158.
34. Sun, Y; Chen, Z.; Cavenaugh, K. L.; Sachleben, R. A.; Moyer, B. A. J. Phys. Chem. 1996, 100, 9500.
35. Shoham, G.; Christianson, D. W.; Bartsch, R. A.; Heo, G. S.; Olsher, U.; Lipscomb, W. N. J. Am. Chem. Soc. 1984, 106, 1280.
36. Buchanan, G. W.; Kirby, R. A.; Charland, J. P. J. Am. Chem. Soc. 1988, 170, 2477.
37. Kobiro, K.; Hiro, T.; Matsuoka, T.; Kakiuchi, K.; Tobe, Y.; Odaira, Y. Bull. Chem. Soc. Jpn. 1986, 67, 4164.
38. Shoham, G.; Lipscomb, W. N.; Olsher, U. J. Chem. Soc., Chem. Commun. 1983, 208.
39. Buchanan, G. W.; Kirby, R. A.; Charland, J. P. J. Am. Chem. Soc. 1988, 110, 2477.
40. Sachleben, R. A. ; Burns, J. H. J. Chem. Soc., Perkin 2 1992, 1971.
41. Burns, J. H.; Sachleben, R. A.; Davis, M. C. Inorg. Chim. Acta 1994, 223, 125.
42. Moyer, B. A.; Sachleben, R. A.; Sun, Y.; Driver, J. L.; Chen, Z.; Cavanaugh, K. L.; Carter, R. W.; Baes, C. F., Jr., In Value Adding Through Solvent Extraction: Proceedings of ISEC '96 (Proc. International Solvent Extraction Conference, Melbourne, Australia, Mar. 19-23, 1996) Shallcross, D. C.; Paimin, R.; Prvcic, L. M., Eds.; The University of Melbourne: Melbourne, Australia, 1996; p 359.
43. Moyer, B. A.; Bonnesen, P. V. In The Supramolecular Chemistry of Anions; Bianchi, A.; Bowman-James, K.; Garcia-Espana, E., Eds.; VCH: Weinheim, 1997; Ch. 1, in press.
44. Moyer, B. A. In Molecular Recognition: Receptors for Cationic Guests; Gokel, G. W., Ed.; Comprehensive Supramolecular Chemistry; Atwood, J. L.; Davies, J. E. D.; MacNicol, D. D.; Vögtle, F.; Lehn, J.-M., Eds.; Pergamon, Elsevier: Oxford, 1996; Vol. 1, Ch. 10.
45. Moyer, B. A. In Molecular Recognition: Receptors for Cationic Guests; Gokel, G. W., Ed.; Comprehensive Supramolecular Chemistry; Atwood, J. L.; Davies, J. E. D.; MacNicol, D. D.; Vögtle, F.; Lehn, J.-M., Eds.; Pergamon, Elsevier: Oxford, 1996; Vol. 1, Ch. 10.
46. Moyer, B. A.; Sun, Y. In Ion Exchange and Solvent Extraction; Marcus, Y.; Marinsky, J. A., Eds.; Marcel Dekker: New York, 1997; Vol. 13, Ch. 6.
47. Sachleben, R. A., Hay, B. P.; Sun, Y.; Moyer, B. A. 1997, manuscript in preparation.
48. Hay, B. P. In Progress in Metal Ion Separation and Preconcentration, Bond, A. H.; Dietz, M. L.; Rogers, R. D., Eds.; ACS Symposium Series; American Chemical Society: Washington, DC, 1997, in press.
49. Hay, B. P.; Zhang, D.; Rustad, J. R. Inorg. Chem. 1996, 35, 2650.
50. Cram, D. J. Angew. Chem., Int. Ed. Engl. 1986, 25, 1039.
51. Cram, D. J.; Lein, G. M. J. Am. Chem. Soc. 1985, 107, 3657.
52. Marcus, Y.; Asher, L. E. J. Phys. Chem. 1978, 82, 1246.
53. Takeda, Y. Host Guest Complex Chemistry III; Vogtle, F.; Weber, E., Eds.; Topics in Current Chemistry; Springer-Verlag: Berlin, 1984; Vol. 121, Ch. 1.
54. Bartsch, R. A.; Goo, M.; Christian, G. D.; Wen, X.; Czech, B. P.; Chapoteau, E.; Kumar, A. Anal. Chim. Acta 1993, 272, 285.
55. Marcus, Y. Solvent Extr. Ion Exch. 1992, 10, 527.
56. Riddick, J. A.; Bunger, W. B.; Sakano, T. K. Organic Solvents: Physical Properties and Methods of Purification; 4th ed.; Techniques of Chemistry; Weissberger, A., Ed.; Wiley-Interscience: New York, 1986; Vol. II.
57. Westall, J. C.; Johnson, C. A.; Zhang, W. Environ. Sci. Technol. 1990, 24, 1803.
58. Marcus, Y.; Pross, E.; Hormadaly, J. J. Phys. Chem. 1980, 84, 2708.
59. Glikberg, S.; Marcus, Y. J. Soln. Chem. 1983, 12, 255.
60. Marcus, Y.; Kamlet, M. J.; Taft, R. W. J. Phys. Chem. 1988, 92, 3613.
61. Baes, C. F., Jr.; Moyer, B. A. J. Phys. Chem., in press.
62. Reichardt, C. Solvents and Solvent Effects in Organic Chemistry; 2nd ed.; VCH: Weinheim, 1990.
63. Hormadaly, J.; Marcus, Y. J. Phys. Chem. 1979, 83, 2843.
64. Shmidt, V. S. Russ. Chem. Rev. 1978, 47, 929-943; Uspekhi Khimii 1978, 47, 1730.
65. Shmidt, V. S. Russ. Chem. Rev. 1978, 47, 929-943; Uspekhi Khimii 1978, 47, 1730.
66. Marcus, Y. Solvent Extr. Ion Exch. 1989, 7, 567.
67. Kenjo, T.; Diamond, R. M. J. Inorg. Nucl. Chem. 1974, 36, 183.
68. Dietz, M. L.; Horwitz, E. P.; Rhoads, S.; Bartsch, R. A.; Krzykawski, J. Solvent Extr. Ion Exch. 1996, 14, 1.
69. Baes, C. F., Jr.; Moyer, B. A.; Case, G. N.; Case, F. I. Sep. Sci. Technol. 1990, 25, 1675.
70. Deng, Y.; Sachleben, R. A.; Moyer, B. A. J. Chem. Soc., Faraday Trans. 1995, 91, 4215.