gNMR simulated 1H and proton-coupled 13C NMR spectra of substituted 3-nitropyridines. GIAO/DFT calculated values of proton and carbon chemical shifts and coupling constants

Journal of Molecular Structure

Volumn 787, Issue 1-3, 2006, Pages 131-147

  Katritzky, Alan R ^a   Akhmedov, Novruz G ^a   Güven, Alâattin ^b   Doskocz, Jacek ^c   Akhmedova, Rena G ^a   Majumder, Suman ^a   Dennis Hall, C ^a  

^a University of Florida ^*  (United States)

^b ANADOLU UNIVERSITY   (Turkey)

^c WROCLAW UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

3 Nitropyridines; GIAO; Long range coupling constants; Proton coupled 13C NMR spectra

Indexed keywords

CARBON; COMPUTER SIMULATION; COMPUTER SOFTWARE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROBABILITY DENSITY FUNCTION; PROTONS;

3-NITROPYRIDINES; GIAO; LONG-RANGE COUPLING CONSTANTS; PROTON-COUPLED 13C NMR SPECTRA;

AROMATIC COMPOUNDS;

EID: 33646127610     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molstruc.2005.10.041     Document Type: Article

References (71)

1. Jaźwiński J., and Duddeck H. Magn. Reson. Chem. 41 (2003) 921
2. Singha N.C., and Sathyanarayana D.N. Spectrochim. Acta 54 (1998) 1059
3. Anand J., Singha N.C., and Sathyanarayana D.N. J. Mol. Struct. 412 (1997) 221
4. Ritter H., and Kaiser M. Magn. Reson. Chem. 31 (1993) 364
5. Rasała D. Spectrosc. Lett. 26 (1993) 227
6. de Kowalewski D.G., and de los Santos C. J. Mol. Struct. 221 (1990) 299
7. Holík M., Turečková M., and Vymětal J. Org. Magn. Reson. 22 (1984) 621
8. Spiessens L.I.M., and Anteunis M.J.O. Bull. Soc. Chim. Belg. 89 (1980) 205
9. Barbieri G., Benassi R., Grandi R., Pagnoni U.M.P., and Taddei F. Org. Magn. Reson. 12 (1979) 159
10. Anet F.A.L., and Yavari I. J. Org. Chem. 41 (1976) 3589
11. Cushley R.J., Naugler D., and Ortiz C. Can. J. Chem. 53 (1975) 3419
12. Rowbotham J.B., Wasylishen R., and Schaefer T. Can. J. Chem. 49 (1971) 1799
13. Thomas W.A., and Griffin G.E. Org. Magn. Reson. 2 (1970) 503
14. Sasaki Y., Suzuki M., and Hattori M. Chem. Pharm. Bull. 17 (1969) 1515
15. Retcofsky H.L., and Friedel R.A. J. Phys. Chem. 72 (1968) 2619
16. Kowalewski V.J., and de Kowalewski D.G. J. Chem. Phys. 37 (1962) 2603
17. Schneider W.G., Bernstein H.J., and Pople J.A. Can. J. Chem. 35 (1957) 1487
18. Tamminen J.T., Kolehmainen E.T., Haapala M.H., Salo H.T., and Linnanto J.M. ARKIVOC 1 (2000) 80
19. Abarca B., Ballesteros R., and Elmasnaouy M. ARKIVOC 6 (2002) 146
20. Megiel E., Kasprzycka-Guttman T., Jagielska A., and Wróblewska L. J. Mol. Struct. 569 (2001) 111
21. St. Thomas, Brühl I., Heilmann D., and Kleinpeter E. J. Chem. Inf. Comput. Sci. 37 (1997) 726
22. Denisov A.Yu., Mamatyuk V.I., and Shkurko O.P. Khim. Geterotsikl. Soedin. 7 (1984) 771
23. Denisov A.Yu., Mamatyuk V.I., and Shkurko O.P. Khim. Geterotsikl. Soedin. 9 (1984) 1230
24. Zanger M., and Simons W.W. Anal. Chem. 46 (1974) 2042
25. Hansen M., and Jakobsen H.J. J. Magn. Reson. 10 (1973) 74
26. Kowalewski D.G., and Contreras R.H. J. Mol. Struct. 16 (1973) 451
27. Katritzky A.R., and Takeuchi Y. J. Chem. Soc., Perkin Trans. 2 2 (1972) 1682
28. Dorie J.P., Martin M.L., Barnier S., Blain M., and Odiot S. Org. Magn. Reson. 3 (1971) 661
29. J. Mäki, P. Tähtinen, L. Kronberg, K. Klika., J. Phys. Org. Chem. 17 (in press).
30. Marek R., Brus J., Toušek J., Kovács L., and Hocková D. Magn. Reson. Chem. 40 (2002) 353
31. Meng Z., and Carper W.R. J. Mol. Struct. (THEOCHEM) 588 (2002) 45
32. Kupka T., Pasterna G., Jaworska M., Karali A., and Dais P. Magn. Reson. Chem. 38 (2000) 149
33. Kleinpeter E., Hilfert L., and Koch A. J. Phys. Org. Chem. 12 (1999) 725
34. Dokalik A., Kachhauser H., and Mikenda W. Magn. Reson. Chem. 37 (1999) 895
35. Depature L., and Surpateanu G. Spectrochim. Acta, Part A 59 (2003) 3029
36. Laihia K., Kolehmainen E., Kauppinen R., Lorenc J., and Puszko A. Spectrochim. Acta, Part A 58 (2002) 1425
37. Ośmiałowski B., and Kolehmainen E. Magn. Reson. Chem. 39 (2001) 334
38. Kamieńska-Trela K., Kania L., Bernatowicz P., Bechcicka M., Kaczmarek Ł., and Wójcik J. Spectrochim. Acta, Part A 56 (2000) 2079
39. Barfield M., and Fagerness P. J. Am. Chem. Soc. 119 (1997) 8699
40. Smith W.B. Magn. Reson. Chem. 37 (1999) 103
41. Smith W.B. Magn. Reson. Chem. 37 (1999) 107
42. Smith W.B., and Amezcua C. Magn. Reson. Chem. 36 (1998) S3
43. A.R. Katritzky, N.G. Akhmedov, A. Güven, S. Majumder, R.G. Akhmedova, C.D. Hall., J. Mol. Struct. (in press).
44. Lee C., Yang W., and Parr R.G. Phys. Rev. 37 (1988) 785
45. Becke A.D. J. Chem. Phys. 98 (1993) 5648
46. Rasała D., and Gawinecki R. Magn. Reson. Chem. 31 (1993) 38
47. Kolehmainen E., Laihia K., Rasała D., and Gawinecki R. Magn. Reson. Chem. 29 (1991) 878
48. Takuechi Y. Org. Magn. Reson. 7 (1975) 181
49. Katritzky A.R., Scriven E.F.V., Majumder S., Akhmedova R.G., Vakulenko A.V., Akhmedov N.G., Murugan R., and Abboud K.A. Org. Biomol. Chem. 3 (2005) 538
50. Commenges G., and Rao R.C. J. Magn. Reson. 58 (1984) 496
51. Bax A., and Freeman R. J. Magn. Reson. 44 (1981) 542
52. Vuister G.W., Boelens R., Kaptein R., Hurd R.E., John R., and Van Zijl C.M. J. Am. Chem. Soc. 113 (1991) 9688
53. Bax A., and Summers M.F. J. Am. Chem. Soc. 108 (1986) 2093
54. Cances M.T., Mennucci B., and Tomasi J. J. Chem. Phys. 107 (1997) 3032
55. Mennuci B., and Tomasi J. J. Chem. Phys. 106 (1997) 5151
56. Cossi M., Barone V., Mennuci B., and Tomasi J. Chem. Phys. Lett. 286 (1998) 253
57. Tomasi J., Mennuci B., and Cances E. J. Mol. Struct. (Theochem) 464 (1999) 211
58. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J.Tomasi, V.Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K.Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W.Chen, M.W. Wong, C. Gonzalez, J.A. Pople, Gaussian Inc., Pittsburgh PA, 2003.
59. Wolinski K., Hilton J.F., and Pulay P. J. Am. Chem. Soc. 112 (1990) 8251
60. Cheesman J.R., Trucks G.W., Keith T.A., and Frisch M.J. J. Chem. Phys. 104 (1966) 5497
61. gNMR V5. Adept Scientific plc, Amor Way, Letchworth Herts, SG6 1ZA, UK, 2003.
62. Wasylishen R.E., Rowbotham J.B., and Schaefer T. Can. J. Chem. 49 (1971) 1799
63. Thomas W.A., and Griffin G.E. Org. Magn. Reson. 2 (1970) 503
64. Barfield M., Collins M.J., Gready J.E., Sternhell S., and Tansey C.W. J. Am. Chem. Soc. 111 (1989) 4285
65. Schaefer T., Kotowycz G., Hutton H.M., and Lee J.W.S. Can. J. Chem. 46 (1968) 2531
66. Williamson M.P., Kostelnik R.J., and Castellano S.M. J. Chem. Phys. 49 (1968) 2218
67. Collons M.J., Hatton P.M., Sternhell S., and Tansey C.W. Magn. Reson. Chem. 25 (1987) 824
68. Bramwell A.F., and Wells R.D. Tetrahedron 29 (1973) 3939
69. Macdonald C., and Reynolds W.F. Can. J. Chem. 48 (1968) 191
70. Levy J.B. Struct. Chem. 10 (1999) 121
71. Laali K.K., Okazaki T., Galembeck S.E., and Siegel J.S. J. Org. Chem. 66 (2001) 8701