N-methyl- 1,2-dihydro-2-benzoylmethylenequinolines: Configurational dissimilarity with unmethylated congeners

Journal of Molecular Structure

Volumn 525, Issue 1-3, 2000, Pages 233-239

  Gawinecki, R ^a   Osmialowski B ^a   Kolehmainen, E ^b   Nissinen, M ^b  

^a UNIVERSITY OF TECHNOLOGY AND LIFE SCIENCES   (Poland)

^b UNIVERSITY OF JYVÄSKYLÄ   (Finland)

Author keywords

1H and 13C NMR; 1H, 15N HMBC; Configuration; Conformation; X ray diffraction

Indexed keywords

METHYL GROUP; QUINOLINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; HYDROGEN BOND; ISOMER; METHYLATION; MOLECULAR STABILITY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY; X RAY CRYSTALLOGRAPHY;

EID: 0342656139     PISSN: 00222860     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-2860(00)00424-5     Document Type: Article

References (28)

1. Gawinecki R., Kolehmainen E., Rasala D., Suontamo R. J. Phys. Org. Chem. 8:1995;689.
2. Stefaniak L. Tetrahedron. 32:1976;1065.
3. Stefaniak L. Org. Magn. Reson. 12:1979;379.
4. More O'Ferrall R.A., Murray B.A. J. Chem. Soc., Perkin Trans. 2. 1994;2461.
5. Gawinecki R., Kolehmainen E., Ośmialowski B., Palkovic P. Heterocyclic Commun. 5:1999;549.
6. Alt G.H. J. Org. Chem. 31:1966;2384.
7. Fukata G., O'Brien C., More R.A. O'Ferrall. J. Chem. Soc., Perkin Trans. 2. 1979;792.
8. Vongerichten E., Rotta W. Ber. 44:1911;1419.
9. Baker B.R., McEvoy F.J. J. Org. Chem. 20:1955;118.
10. Damir N.A., Sveshnikov N.N. Zh. Vsesoyouz. Khim. obshch. im. D.I. Mendeleeva. 10:1965;592.
11. Reinhard R., Maas G., Bohrisch J., Liebscher J. Liebigs Ann. Chem. 1994;429. (and papers cited therein).
12. Zhou J.-C. Magn. Reson. Chem. 36:1998;565.
13. Kozerski L., Kamieńska-Trela K., Kania L., von Philipsborn W. Helv. Chim. Acta. 66:1983;2113.
14. Katritzky A.R., Ghiviriga I., Oniciu D.C., More O'Ferrall R.A., Walsh S.M. J. Chem. Soc., Perkin Trans. 2. 1997;2605.
15. Greenhill J.V., Loghmani-Khouzani H., Maitland D.J. Tetrahedron. 44:1988;3319.
16. Hansen P.E., Kawecki R., Krówczyński A., Kozerski L. Acta Chem. Scand. 44:1990;826.
17. Lapachev V.V., Mainagashev I.Ya., Stekhova S.A., Fedetov M.A., Krivopalov V.P., Mamaev V.P. J. Chem. Soc., Chem. Commun. 1985;494.
18. Carey A.R.E., Eustace S., More O'Ferrall R.A., Murray B.A. J. Chem. Soc., Perkin Trans. 2:1993;2285.
19. Greenhill J.V., Loghmani-Khouzani H. Spectrochim. Acta A. 46:1990;803.
20. Knott E.B.J. Chem. Soc. 1955;937.
21. E. Kolehmainen, B. Ośmialowski, T.M. Krygowski, R. Kauppinen, M. Nissinen, R. Gawinecki, in preparation.
22. Hurd R.E., John B.K. J. Magn. Reson. 91:1991;648.
23. Bax A., Summers M.F. J. Am. Chem. Soc. 108:1986;2093.
24. Gawinecki R., Kolehmainen E., Kucybala Z., Ośmialowski B., Kauppinen R. Magn. Reson. Chem. 36:1998;848.
25. Kolehmainen E., Gawinecki R., Ośmialowski B., Trzebiatowska K. Magn. Reson. Chem. 35:1997;778.
26. Kolehmainen E., Kucybala Z., Gawinecki R., Paczkowski J., Kacala A. Tetrahedron. 55:1999;8475.
27. Hansch C., Leo A., Taft R.W. Chem. Rev. 91:1991;165.
28. Farrugia L.J. J. Appl. Cryst. 30:1997;565.