Study of the enol-enaminone tautomerism of α-heterocyclic ketones by deuterium effects on 13C chemical shifts

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 12, 1997, Pages 2605-2608

  Katritzky, Alan R ^a   Ghiviriga, Ion ^a   Oniciu, Daniela C ^a   More O'Ferrall, Rory A ^b   Walsh, Sinead M ^b  

^a University of Florida ^*  (United States)

^b UNIVERSITY COLLEGE DUBLIN   (Ireland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001917534     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a705235i     Document Type: Article

References (27)

1. J. Elguero, C. Marzin, A. R. Katritzky and P. Linda, The Tautomerism of Heterocycles, Supplement I, in Advances in Heterocyclic Chemistry, Academic Press, London, 1976.
2. A. R. Katritzky, H. Z. Kucharska and J. D. Rowe, J. Chem. Soc., 1965, 3093.
3. R. A. More O'Ferrall and B. A. Murray, J. Chem. Soc., Perkin Trans. 2, 1994, 2461.
4. A. R. E. Carey, S. Eustace, R. A. More O'Ferrall and B. A. Murray, J. Chem. Soc., Perkin Trans. 2, 1993, 2285.
5. J. V. Greenhill in The Chemistry of Heterocyclic Compounds. Quinolines Part 3, ed. G. Jones, Wiley, Chichester, 1990, pp. 247-248.
6. J. V. Greenhill, H. Loghmani-Khouzani and D. J. Maitland, J. Chem. Soc., Perkin Trans. 1, 1991, 2831.
7. R. Mondelli and L. Merlini, Tetrahedron, 1966, 22, 3253.
8. G. Fukata, C. O'Brien and R. A. More O'Ferrall, J. Chem. Soc., Perkin Trans. 2, 1979, 792.
9. A. R. E. Carey, R. A. More O'Ferrall, M. G. Murphy and B. A. Murray, J. Chem. Soc., Perkin Trans. 2, 1994, 2471.
10. J. V. Greenhill, H. Loghmani-Khouzani and D. J. Maitland, Can. J. Chem., 1991, 69, 696.
11. (a) P. E. Hansen, Prog. Nucl. Magn. Reson. Spectrosc., 1988, 20, 207;
12. (b) P. E. Hansen, J. Mol. Struct., 1994, 321, 79;
13. (c) P. E. Hansen, Magn. Reson. Chem., 1993, 31, 71;
14. (d) P. E. Hansen, A. Kolonicny and A. Lycka, Magn. Reson. Chem., 1992, 30, 786;
15. (e) P. E. Hansen, R. Kawecki, A. Krowczynski and L. Kozerski, Acta Chem. Scand., 1990, 44, 826;
16. (f) J. Reuben, J. Am. Chem. Soc., 1987, 109, 316;
17. (g) P. E. Hansen, Magn. Reson. Chem., 1986, 24, 903;
18. (h) A. Lycka and P. E. Hansen, Org. Magn. Reson., 1984, 22, 569;
19. P. E. Hansen, F. Duus and P. Schmitt, Org. Magn. Reson., 1982, 18, 58;
20. (j) P. E. Hansen, S. N. Ibsen, T. Kristensen and S. Bolvig, Magn. Reson. Chem., 1994, 32, 399;
21. (k) P. E. Hansen, S. Bolvig, F. Duss, M. V. Petrova, R. Kawecki, R. Krajewski and L. Kozerski, Magn. Reson. Chem., 1995, 33, 621;
22. P. E. Hansen, Magn. Reson. Chem., 1993, 31, 23.
23. A. R. Katritzky and I. Ghiviriga, J. Chem. Soc., Perkin Trans 2 1995, 1651.
24. A. R. Katritzky, I. Ghiviriga, P. Leeming and F. Soti, Magn. Reson Chem., 1996, 34, 518.
25. E. Liepins, M. V. Petrova, E. Gudriniece, J. Paulins and S. L. Kuznetsov, Magn. Reson. Chem., 1989, 27, 907.
26. S. Bolvig and P. E. Hansen, Magn. Reson. Chem., 1996, 34, 467, and references cited therein.
27. L. Kozerski, K. Kamienska-Trela and L. Kania, Org. Magn. Reson., 1979, 12, 365.