DFT study on the selectivity of complexation of metal cations with a dioxadithia crown ether ligand

Journal of Physical Chemistry A

Volumn 112, Issue 51, 2008, Pages 13633-13640

  Korchowiec, Jacek ^a   Korchowiec, Beata ^a   Priebe, Waldemar ^b   Rogalska, Ewa ^c  

^a JAGIELLONIAN UNIVERSITY   (Poland)

^b UNIVERSITY OF TEXAS   (United States)

^c NANCY UNIVERSITÉ   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CALCIUM; CROWN ETHERS; DENSITY FUNCTIONAL THEORY; ELECTRIC INSTRUMENT TRANSFORMERS; ETHERS; FLOW INTERACTIONS; LITHIUM; ORGANIC COMPOUNDS; OXYGEN; POSITIVE IONS; PROBABILITY DENSITY FUNCTION; STABILIZATION; SYSTEM STABILITY; ZINC;

DFT STUDIES; DICATIONS; ETHER LIGANDS; GAIN INSIGHTS; METAL CATIONS; MONO CATIONS; MONOVALENT CATIONS; OPPOSITE TRENDS; PERIOD NUMBERS; PERIODIC TABLES; SELECTIVITY SEQUENCES; SOLVENT EFFECTS; STABILIZING ENERGIES; SUB SYSTEMS; SYSTEM INTERACTIONS; TOTAL INTERACTION ENERGIES; TWO TYPES;

LIGANDS;

CATION; CROWN ETHER; LIGAND; METAL;

ALGORITHM; ARTICLE; BINDING SITE; CHEMISTRY; CONFORMATION; QUANTUM THEORY; STATIC ELECTRICITY; THERMODYNAMICS;

ALGORITHMS; BINDING SITES; CATIONS; CROWN ETHERS; LIGANDS; METALS; MOLECULAR CONFORMATION; QUANTUM THEORY; STATIC ELECTRICITY; THERMODYNAMICS;

EID: 58149154533     PISSN: 10895639     EISSN: None     Source Type: Journal    
DOI: 10.1021/jp8066052     Document Type: Article

References (79)

1. Petersen, C. J. J. Am. Chem. Soc. 1967, 89, 2495.
2. Pedersen. C. J. J. Am. Chem. Soc. 1967, 89, 7017.
3. Gokel, G. W.; Leevy, W. M.; Weber, M. E. Chem. Rev. 2004, 104, 2723.
4. Badis, M.; Tomaszkiewicz. I.; Joly, J.-P.; Rogalska. E. Langmuir 2004, 20, 6259.
5. Corvis, Y.; Korchowiec, B.; Korchowiec, J.; Badis, M.; Mironiuk- Puchalska, E.; Fokt. I.: Priebe, W.: Rogalska. E. J. Phys. Chem. B 2008, 112, 10935.
6. Izatt, R. M.; Bradshaw, J. S.; Nielsen, S. A.; Lamb. J. D.; Christensen, J. J.; Sen, D. Chem. Rev. 1985, 85, 271.
7. Izatt, R. M.: Pawlak, K.: Bradshaw. J. S.; Bruening. R. L. Chem. Rev. 1991, 91, 1721.
8. Gokel, G. W. Crown Ethers and Cryptands; The Royal Society of Chemistry: London, 1991.
9. Sannicolo, F.; Brenna, E.; Benincori. T.; Zotti, G.; Zecchin. S.; Schiavon, G.; Pilati, T. Chem. Mater. 1998, 10, 2167.
10. Tokunaga, Y.; Nakamura, T.; Yoshioka, M.; Shimomura. Y. Tetrahedron Lett. 2006, 47, 5901.
11. Mathias, L. J. J. Macromol. Sci. Chem. 1981, A15, 853.
12. Tran, C. D.; Zhang, W. Anal. Chem. 1990, 62, 830.
13. Kuwahara, Y.; Nagata, H.; Nishi, H.; Tanaka, Y.; Kakehi, K. Chromatographia 2005, 62, 505.
14. Chen, S.; Yuan, H.; Grinberg, N.; Dovletoglou, A.; Bicker, G. J. Liq. Chromatogr. Relat. Technol. 2003, 26, 425.
15. Munoz, S.; Mallen, J.; Nakano, A.; Chen, Z.; Gay, I.; Echegoyen, L.: Gokel, G. W. J. Am. Chem. Soc. 1993, 115, 1705.
16. Mazik, M.; Kuschel, M.: Sicking, W. Org. Lett. 2006, 8, 855.
17. Cazacu, A.; Tong, C.; Van der Lee, A.; Fyles, T. M.; Barboiu, M. J. Am. Chem. Soc. 2006, 128, 9541.
18. Pearson, R. G. J. Am. Chem. Soc. 1963, 85, 3533.
19. Pearson, R. G. Science 1966, 151, 1721.
20. Hancock, R. D.; Martell, A. E. Chem. Rev. 1989, 89, 1875.
21. Bagatur'yants, A. A.; Freidzon. A. Y.; Alfimov, M. V.; Baerends, E. J.; Howard, J. A. K.; Kuz'mina, L. G. J. Mol. Struct. (THEOCHEM) 2002, 588, 55.
22. Glendening. E. D.; Feller, D.; Thompson, M. A. J. Am. Chem. Soc. 1994, 116. 10657.
23. Glendening, E. D.; Feller, D. J. Am. Chem. Soc. 1996, 118. 6052.
24. Pingale, S. S.; Gadre, S. R.; Bartolotti, L. J. J. Phys. Chem. A 1998, 102, 9987.
25. Feller, D.; Thompson, M. A.: Kendall. R. A. J. Phys. Chem. A 1997, 101, 7292.
26. Hay, B. P.; Rustad, J. R.; Hostetler, C. J. J. Am. Chem. Soc. 1993, 115, 11158.
27. Hataue, I.; Oishi, Y.; Kubota, M.; Fujimoto, H. Tetrahedron 1991, 47, 9317.
28. Seidl, E. T.; Schaefer. H. F., III J. Phys. Chem. 1991, 95, 3589.
29. Hori, K.: Yamada, H.; Yamabe, T. Tetrahedron 1983, 39, 67.
30. Pullman, A.; Giessner-Prettre, C.; Kruglyak, Y. V. Chem. Phys. Lett. 1975, 35, 156.
31. Brown. M. D.; Dyke. J. M.; Ferrante, F.; Levason. W.; Ogden. J. S.; Webster, M. Chem. Eur. J. 2006, 12. 2620.
32. Vivas-Reyes, R.; De Proft, F.; Biesemans, M.; Willem, R.; Geerlings, P. Eur. J. Inorg. Chem. 2003, 1315.
33. Dreyfus, M.; Pullman, A. Theor. Chim. Acta 1970, 19, 20.
34. Kollman, P. A.; Allen, L. C. Theor. Chim. Acta 1970, 18, 399.
35. Morokuma, K. J. Chem. Phys. 1971, 55, 1236.
36. Kitaura. K.; Morokuma, K Int. J. Quantum Chem. 1976, 10, 325.
37. Ziegler, T.; Rauk, A. Inorg. Chem. 1979, 18, 1755.
38. Sadlej, A. J. Mol. Phys. 1980, 39, 1249.
39. Gutowski, M.: Piela. L. Mol. Phys. 1988, 64, 337.
40. Glendening, E. D.; Streitwieser, a. J. Chem. Phys. 1994, 100, 2900.
41. Glendening, E. D. J. Am. Chem. Soc. 1996, 118, 2473.
42. Stevens, W. J.; Fink, W. H. Chem. Phys. Lett. 1987, 139, 15.
43. Korchowiec, J.; Uchimaru, T. J. Chem. Phys. 2000, 112, 1623.
44. Chen, W.; Gordon, M. S. J. Phys. Chem. 1996, 100, 14316.
45. Frev. R. F.; Davidson, E. R. J. Chem. Phys. 1989, 90, 5555.
46. Glendening, E. D. J. Phys. Chem. A 2005, 109, 11936.
47. Hariharan, P. C.; Pople, J. A. Theor. Chim. Acta 1973, 28, 213.
48. Morokuma, K. Acc. Chem. Res. 1977, 10, 294.
49. Sokalski, W. A.; Roszak, S.; Hariharan, P. C.; Kaufman, J. J. Int. J. Quantum Chem. 1983, 23. 847.
50. Sokalski, W. A.; Roszak, S.; Pecul, K. Chem. Phys. Lett. 1988, 153, 153.
51. Sokalski. W. A.; Roszak. S. M. J. Mol. Struct. (THEOCHEM) 1991, 80, 387.
52. White, J. C.; Davidson, E. R. J. Chem. Phys. 1990, 93, 8029.
53. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. A., Jr.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.: Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Stain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu. G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03; revision E.01; Gaussian, Inc.: Pittsburgh, PA, 2004.
54. Schmidt, M. W.; Baldridge, K. K.; Boatz, J. A.; Elbert, S. T.; Gordon, M. S.; Jensen, J. H.; Koseki, S.; Matsunaga, N.; Nguyen, K. A.; Su, S.; Windus, T. L.; Dupuis, M.; Montgomery. J. A. J. Comput. Chem. 1993, 14, 1347.
55. GAMESS, version March 24, 2007; Iowa State University: Ames, IA, 2003.
56. Becke, A. D. J. Chem. Phys. 1993, 98, 5648.
57. Becke, A. D. Phys. Rev. A 1988, 38, 3098.
58. Lee. C.; Yang. W.: Parr, R. G. Phys. Rev. B 1988, 37, 785.
59. Chirlian, L. E.; Francl, M. M. J. Comput. Chem. 1987, 8, 894.
60. Korchowiec, J. J. Mol. Struct. (THEOCHEM) 2003, 663, 175.
61. Korchowiec, J. Int. J. Quantum Chem. 2005, 101, 714.
62. Korchowiec, J.; Chandra, A. K.; Uchimaru, T. J. Mol. Struct. (THEOCHEM) 2001, 572, 193.
63. Mayer, I. Chem. Phys. Lett. 1983, 97, 270.
64. Mayer, I. Theor. Chim. Acta 1985, 67, 315.
65. Mayer, I. Int. J. Quantum Chem. 1986, 29, 477.
66. Nalewajski. R. F.; Mrozek, J.; Michalak, A. Int. J. Quantum Chem. 1997, 61, 589.
67. Mrozek, J.; Nalewajski, R. F.; Michalak, A. Pol. J. Chem. 1998, 72, 1779.
68. Delbecq, F.; Ilavsky. D.; Nguyen Trong. A.; Lefour, J. M. J. Am. Chem. Soc. 1985, 107, 1623.
69. Wong, M. W.; Pross, A.; Radom, L. J. Am. Chem. Soc. 1993, 115, 11050.
70. Wong, M. W.; Ross, A.; Radom. L. J. Am. Chem. Soc. 1994, 116. 11938.
71. Wong, M. W.; Pross, A.; Radom, L. J. Am. Chem. Soc. 1994, 116, 6284.
72. Parr, R. G.; Pearson, R. G. J. Am. Chem. Soc. 1983, 105, 7512.
73. Nalewajski, R. R J. Am. Chem. Soc. 1984, 106, 944.
74. Tedder, J. M. Angew. Chem. 1982, 94, 433.
75. Tedder. J. M. Tetrahedron 1982, 38, 313.
76. Tedder, J. M.; Walton, J. C. Adv. Phys. Org. Chem. 1978, 16, 51.
77. Allouche, A. R. Gabedit 2.1.9. is a free graphical user interface for computational chemistry packages. It is available from http://gabedit. sourceforge.net.
78. Christensen, J. J.; Eatough, D. J.; Izatt, R. M. Chem. Rev. 1974, 74, 351.
79. Izatt, R. M.; Pawlak, K.; Bradshaw, J. S. Chem. Rev. 1995, 95, 2529.