Abstract
The three-dimensional and electronic structures of 1-methyl-1,4-dihydronicotinamide and its cation radical were calculated within the MINDO/3 approximation. The results are compared with the physicochemical properties of 1,4-dihydropyridine derivatives.
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Literature Cited
A. A. Yasnikov, Organic Catalysts, Coenzymes, and Enzymes [in Russian], Naukova Dumka, Kiev (1982), p. 164.
J. Kuthan and A. Kurfurst, Ind. Eng. Prod. Res. Dev., 21, 191 (1982).
Ya. F. Freimanis (ed.), Institute of Organic Synthesis. 1957–1981 [in Russian], Zinatne, Riga (1982).
N. T. Berberova and O. Yu. Okhlobystin, Khim. Geterotsikl. Soedin., No. 8, 1011 (1984).
I. Ya. Postovskii, O. N. Chupakhin, and A. I. Matern, Khim. Geterotsikl. Soedin., No. 10, 1299 (1984).
B. W. Carlson, L. L. Miller, P. Neta, and J. Grodkowski, J. Am. Chem. Soc., 106, 7233 (1984).
S. Fukuzumi, Yu. Kondo, and T. Tanaka, J. Chem. Soc., Perkin 2, No. 4, 673 (1984).
A. Kosower, in: Free Radicals in Biology [Russian translation], U. Prior (ed.), Vol. 2, Mir, Moscow (1979), p. 7.
R. C. Bingham, M. J. S. Dewar, and D. H. Lo, J. Am. Chem. Soc., 97, 1285 (1975).
G. Sigol (ed.), Semiempirical Methods for the Calculation of Electronic Structures [Russian translation], Vol. 2, Mir, Moscow (1980), p. 5.
A. M. Nesterenko and V. G. Maslov, Zh. Strukt. Khim., 20, 949 (1979).
J. M. Carle, Acta Crystallogr., 14, 497 (1961).
N. Bodor and R. Pearlman, J. Am. Chem. Soc., 100, 4946 (1978).
A. M. Nesterenko, Zh. Strukt. Khim., 24, 106 (1983).
J. Kuthan and L. Musil, Coll. Czech. Chem. Commun., 40, 3169 (1975).
D. R. Armstrong, P. G. Perkins, and J. J. P. Stewart, J. Chem. Soc., Dalton Trans., No. 8, 838 (1973).
M. F. Powell and T. C. Bruice, J. Am. Chem. Soc., 105, 1014 (1983).
Ya. V. Ogle, Ya. P. Stradyn', G. Ya. Dubur, V. K. Lusis, and V. P. Kadysh, Khim. Geterotsikl. Soedin., No. 9, 1263 (1980).
Ya. P. Stradyn', B. I. Beilis, G. Ya. Dubur, and T. L. Slonskaya, Izv. Akad. Nauk Latv. SSR, Ser. Khim., No. 3, 373 (1978).
J. A. Pople and D. L. Beveridge, Approximate Molecular Orbital Theory, McGraw Hill, New York (1970).
J. Moiroux and P. J. Elving, J. Am. Chem. Soc., 102, 6533 (1980).
A. M. Nesterenko, N. I. Buryak, O. M. Polumbrik, and A. A. Yasnikov, Khim. Geterotsikl. Soedin., No. 12, 1640–1644 (1987).
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See [22] for Communication 1.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 58–62, January, 1988.
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Nesterenko, A.M., Buryak, N.I., Polumbrik, O.M. et al. Electronic structures and reactivities of derivatives of 1,4-dihydropyridines. 2. 1-Methyl-3-carboxyamido-1,4-dihydropyridine and its cation radical. Chem Heterocycl Compd 24, 48–53 (1988). https://doi.org/10.1007/BF00475565
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DOI: https://doi.org/10.1007/BF00475565