On the Choice of Optimal Methodology for Calculation of 13C and 1H NMR Isotropic Chemical Shifts in Cagelike Systems. Case Studies of Adamantane, 2-Adamantanone, and 2,4-Methano-2,4-dehydroadamantane

Journal of Chemical Information and Computer Sciences

Volumn 41, Issue 6, 2001, Pages 1478-1487

  Vikić Topić, Dražen ^a   Pejov, Ljupčo ^b  

^a RUDER BO KOVI INSTITUTE   (Croatia)

^b SS CYRIL AND METHODIUS UNIVERSITY   (Macedonia)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; MAGNETIC FIELD EFFECTS; MAGNETIC SHIELDING; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROBABILITY DENSITY FUNCTION; PROTEINS; RESONANCE;

CHEMICAL SHIFTS;

ORGANIC COMPOUNDS;

EID: 0035526150     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci010042m     Document Type: Article

References (68)

1. Olah, G. A.; Shamma, T.; Burrichter, A.; Rasul, G.; Prakash, G. K. S. J. Am. Chem. Soc. 1997, 119, 12923-12928.
2. Wiberg, K. B.; McMurdie, N. J. Am. Chem. Soc. 1994, 116, 11990-11998.
3. Haw, J. F.; Nicholas, J. B.; Xu, T.; Beck, L. W.; Ferguson, D. B. Acc. Chem. Res. 1996, 29, 259-267.
4. A. de Dios, C.; Pearson, J. G.; Oldfield, E. Science 1993, 260, 1491-1496.
5. Copie, V.; Battles, J. A.; Schwab, J. M.; Torchia, D. A. J. Biomol. NMR 1996, 7, 335-340.
6. K. MacKenzie, R.; Prestegard, J. H.; Engelman, D. M. J. Biomol. NMR 1996, 7, 256-260.
7. Dykstra, C. E. Quantum Chemistry & Molecular Spectroscopy; Prentice Hall, NJ, 1992; pp 336-347.
8. Cheeseman, J. R.; Trucks, G. W.; Keith, T. A.; Frisch, M. J. J. Chem. Phys. 1996, 104, 5497-5509.
9. Webb, G. A. In Nuclear Magnetic Shieldings and Molecular Structure; Tossell, J. A., Ed.; Kluwer Publishers: Netherlands, 1993; pp 1-25.
10. Ditchfield, R. Mol. Phys. 1974, 27, 789-807.
11. Wolinski, K.; Hinton, J. F.; Pulay, P. J. Am. Chem. Soc. 1990, 112, 8251-8260.
12. Pulay, P.; Hinton, J. F.; Wolinski, K. In Nuclear Magnetic Shieldings and Molecular Structure; Tossell, J. A., Ed.; Kluwer Publishers: Netherlands, 1993; pp 243-262.
13. Keith, T. A.; Bader, R. F. W. Chem. Phys. Lett. 1992, 194, 1-8.
14. Keith, T. A.; Bader, R. F. W. Chem. Phys. Lett. 1993, 210, 223-231.
15. Keith, T. A.; Bader, R. F. W. J. Chem. Phys. 1993, 99, 3669-3682.
16. Rablen, P. R.; Pearlman, S. A.; Finkibiner, J. J. Phys. Chem. A 1999, 103, 7357-7363.
17. Sitkoff, D.; Case, D. A. J. Am. Chem. Soc. 1997, 119, 12262-12273.
18. Olah, G. A.; Burrichter, A.; Rasul, G.; Christe, K. O.; Surya Prakash, G. K. J. Am. Chem. Soc. 1997, 119, 4345-4352.
19. Hinton, J. F.; Guthrie, P. L.; Pulay, P.; Wolinski, K.; Fogarasi, G. J. Magn. Reson. 1992, 96, 154-158.
20. McMichael Rohlfing, C.; Allen, L. C.; Ditchfield, R. J. Chem. Phys. 1983, 79, 4958-4966.
21. Schindler, M. J. Am. Chem. Soc. 1987, 109, 1020-1033.
22. Kutzelnigg, W.; van Wullen, Ch.; Fleischer, U.; Franke, R.; Mourik, T. v. In Nuclear Magnetic Shieldings and Molecular Structure; Tossell, J. A., Ed.; Kluwer Publishers: Netherlands, 1993; pp 141-161.
23. Hansen, A. E.; Bouman, T. D. In Nuclear Magnetic Shieldings and Molecular Structure; Tossell, J. A., Ed.; Kluwer Publishers: Netherlands, 1993; pp 117-140.
24. Kutzelnigg, W. Ist. J. Chem. 1980, 19, 193-200.
25. Schleyer, P. v. R.; de M. Carneiro, J. W.; Koch, W.; Forsyth, D. A. J. Am. Chem. Soc. 1991, 113, 3990-3992.
26. Jameson, C. J.; de Rios, A. C. In Nuclear Magnetic Shieldings and Molecular Structure; Tossell, J. A., Ed.; Kluwer Publishers: Netherlands, 1993; pp 95-116.
27. Jameson, C. J.; de Rios, A. C. J. Chem. Phys. 1992, 97, 417-434.
28. Bak, K. L.; Hansen, A. E.; Stephens, P. J. J. Phys. Chem. 1995, 99, 17359-17363.
29. Fukui, H.; Baba, T.; Matsuda, H.; Miura, K. J. Chem. Phys. 1994, 100, 6608-6613.
30. Tossell, J. A. Chem. Phys. Lett. 1999, 303, 435-440.
31. Cmoch, P.; Wiench, J. W.; Stefaniak, L.; Webb, G. A. Spectrochim. Acta A 1999, 55, 2207-2214.
32. Orendt, A. M.; Facelli, J. C.; Grant, D. M. Chem. Phys. Lett. 1999, 302, 499-504.
33. Kintop, J. A.; Machado, W. V. M.; Franco, M.; Toma, H. E. Chem. Phys. Lett. 1999, 309, 90-94.
34. Galasso, V. Chem. Phys. 1999, 241, 247-255.
35. Pecul, M.; Sadlej, J. Chem. Phys. 1998, 234, 111-119.
36. Wilson, P. J.; Amos, R. D.; Handy, N. C. Mol. Phys. 1999, 97, 757-768.
37. Wiberg, K. B. J. Comput. Chem. 1999, 20, 1299-1303.
38. Buhl, M.; Kaupp, M.; Malkina, O. L.; Malkin, V. G. J. Comput. Chem. 1999, 20, 91-105.
39. Borowski, P.; Janowski, T.; Wolinski, K. Mol. Phys. 2000. 98, 1331-1341.
40. Gauss, J. J. Chem. Phys. 1993, 99, 3629-3643.
41. Astrand, P.; Mikhelsen, K. V. J. Chem. Phys. 1996, 104, 648-653.
42. van Wullen, Ch.; Kutzelnigg, W. J. Chem. Phys. 1996, 104, 2330-2340.
43. Perera, S. A.; Nooijen, M.; Bartlett, R. J. J. Chem. Phys. 1996, 104, 3290-3305.
44. Parr, R. G.; Yang, W. Density Functional Theory of Atoms and Molecules; Oxford University Press: Oxford, 1989.
45. Seminario, J. M. An Introduction to Density Functional Theory in Chemistry. In Modern Density Functional Theory; Seminario, J. M., Politzer, P., Ed.: Elsevier Science B. V.: 1995; pp 1-27.
46. Hohenberg, P.; Kohn, W. Phys. Rev. B 1964, 136, 864-871.
47. Kohn, W.; Sham, L. J. Phys. Rev. A 1965, 140, 1133-1138.
48. Becke, A. D. Phys. Rev. A 1988, 38, 3098-3100.
49. Vosko, S. H.; Wilk, L.; Nusair, M. Can. J. Phys. 1980, 58, 1200-1211.
50. Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B 1988, 37, 785-789.
51. Perdew, J. P. Phys. Rev. B 1986, 33, 8822-8824.
52. Perdew, J. P.; Wang, Y. Phys. Rev. B 1992, 45, 13244.
53. Becke, A. D. J. Chem. Phys. 1993, 98, 5648-5652.
54. Adamo, C.; Barone, V. J. Chem. Phys. 1998, 108, 664-675.
55. Scott, A. P.; Radom, L. J. Phys. Chem. 1996, 100, 16502-16513.
56. Pejov, Lj.; Stefov, V. Šoptrajanov, B. Vibr. Spectrosc. 1999, 19, 435-439.
57. Esposti, A. D.; Zerbetto, F. J. Phys. Chem. A 1997, 101, 7283-7291.
58. Pejov, Lj. Chem. Phys. Lett. 2001, 339, 269-278.
59. Vikić-Topić, D.; Pejov, Lj. Croat. Chem. Acta 2000, 73, 1057-1075.
60. Vikić-Topić, D.; Pejov, Lj. Croat. Chem. Acta 2001, 74, 277-293.
61. Bistričić, L.; Baranović, G.; Šafar-Cvitaś, D.; Mlinarić-Majerski, K. J. Phys. Chem. A 1997, 101, 941-952.
62. Majerski, Z.; Mlinarić-Majerski, K.; Meić, Z. Tetrahedron Lett. 1980, 21, 4117-4118.
63. Schlegel, H. B. J. Comput. Chem. 1982, 3, 214-218.
64. Baranović, G.; Bistričić, L.; Pejov, Lj. Manuscript in preparation.
65. Gaussian 98 (Revision A.9); Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Gonzalez, C.; Challacombe, M.; Gill, P. M. W.; Johnson, B. G.; Chen, W.; Wong, M. W.; Andres, J. L.; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian, Inc.: Pittsburgh, PA, 1998.
66. Majerski, Z.; Vinković, V.; Meić, Z. Org. Magn. Res. 1981, 17, 169-171.
67. Vikić-Topić, D.; Pejov, Lj. In Book of Abstracts of The 3rd International Dubrovnik NMR Course and Conference; Vikić-Topić, D., Ed.; Croatia, 2000; pp 49-49 (ISBN 953-6690-10-1).
68. Jameson, A. K.; Jameson, C. J. Chem. Phys. Lett. 1987, 134, 461-466.