Abstract
It has been found that the electron shift in the C(2)=C(3) bond, under the influence of the substituent attached to the nitrogen atom and the substituents in the 3- and 5-positions, occurs via a π-inductive mechanism. 4-(1,4-Dihydropyridyl) functional groups behave as electron donating substituents via an inductive mechanism.
Similar content being viewed by others
Literature Cited
A. J. Koning, D. H. M. Budzelaar, L. Brandsma, M. J. A. de Bie, and J. Boersma, Tetrahedron Lett., 21, 2105 (1980).
A. Kürfürst and J. Kuthan, Coll., 48, 1718 (1983).
A. Kürfürst, P. Trska, and J. Goljer, Coll., 49, 2323 (1984).
R. Dommisse, J. A. Lepoivre, and F. C. Alderweireldt, Bull. Soc. Chim. Belges, 86, 267 (1977).
W. Bremser, B. Francke, and H. Wagner, Chemical Shift Ranges in Carbon-13 NMR Spectroscopy, Verlag Chemie, Weinheim (1982).
G. Levy and G. Nelson, Handbook of Carbon-12 Nuclear Magnetic Resonance, Wiley-Interscience, New York (1973).
J. Bromilov, R. T. C. Brownlee, V. Lopez, and R. W. Taft, J. Org. Chem., 44, 4766 (1979).
S. G. Baram, O. P. Shkurko, and V. P. Mamaev, Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk, No. 4, 135 (1982).
D. A. Langs and P. D. Strong, Acta Cryst., 43, 707 (1987).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1232–1238, September, 1989.
Rights and permissions
About this article
Cite this article
Liepin'sh, é.é., Zolotoyabko, R.M., Chekavichus, B.S. et al. 13C-NMR spectra of substituted 1,4-dihydropyridines. Chem Heterocycl Compd 25, 1032–1037 (1989). https://doi.org/10.1007/BF00487304
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00487304