Abstract
It has been established by a quantum-chemical method (CNDO/2) that there are two possible mechanisms occurring in the vapor phase hydrogenation of 2-, 3-, and 4-pyridinecarboxaldehydes in the presence of a copper-chromium catalyst at 180-300°C. One of these involves a donor-acceptor interaction of aldehyde with catalyst and the addition of hydrogen to the carbon atom of the carbonyl group at the first stage. The second possible mechanism is the synchronous addition of hydrogen to the carbon and oxygen of the carbonyl group of a weakly bound a aldehyde molecule with an unchanged electronic structure.
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References
G. A. Chistyakova, Yu. D. Kondrashov, T. L. Pashkova, V. M. Él'kind, and K. N. Gorelysheva, Catalysts for Fundamental Synthesis [in Russian], GIPKh, Leningrad (1973), No. 68, p. 56.
G. M. Yur'eva, G. K. Boreskov, and V. Sh. Gruver, Kinet. Katal.,10, 294 (1969).
J. Haber, S. A. M. El-Khatib, and H. Piekarska-Sadowska, Bull. Acad. Polon. Sci. Ser. Sci. Chim.,25, 729 (1977).
N. V. Pavlenko, A. I. Tripol'skii, and G. I. Golodets, Kinet. Katal.,2, 437 (1987).
D. V. Sokol'skii and Ya. A. Dorfman, Coordination and Hydrogenation on Metals [in Russian], Nauka, Alma-Ata (1975).
V. B. Kazanskii (ed.), Results of Science and Engineering. Kinetics and Catalysis [in Russian], Khimiya, Moscow (1980), Vol. 8, p. 80.
N. D. Chuvylkin, A. M. Pak, Yu. V. Plekhanov, and V. B. Kazanskii, Kinet. Katal.,27, 81 (1986).
A. V. Kiselev and V. I. Lygin, The Infrared Spectra of Surface Compounds, Nauka, Moscow (1972).
A. E. El-Hilaly and M. S. El-Ezaby, J. Inorg. Nucl. Chem.,38, 1533 (1976).
Yu. Ya. Kharitonov, G. V. Tsintsadze, Ts. G. Lomtadze, and T. M. Chumakova, Zh. Neorg. Khim.,25, 857 (1980).
Yu. Ya. Kharitonov, G. V. Tsintsadze, Ts. G. Lomtadze, M. G. Stoppe, and O. B. Khachaturyan, Koordinats. Khim.,6, 1874 (1980).
L. Ya. Leitis and M. V. Shimanskaya, Khim. Geterotsikl. Soedin., No. 3, 507 (1967).
J. A. Pople and D. L. Reverige, Approximate Molecular Orbital Theory, McGraw-Hill, New York (1970), p. 236.
D. Rinaldi, GEOMO Program System No. 290. Quantum Chemistry Program Exchange, Indiana University, Bloomington (1975).
T. Drakenberg, J. Chem. Soc. Perkin11, 147 (1975).
E. Bock and G. Sutherland, Chem. Ber.,81, 615 (1977).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1082–1086, August, 1994.
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Yansone, D.P., Stonkus, V.V., Leitis, L.Y. et al. Reactivity of isomeric pyridinecarboxaldehydes in catalyic hydrogenation. Chem Heterocycl Compd 30, 934–937 (1994). https://doi.org/10.1007/BF01165032
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DOI: https://doi.org/10.1007/BF01165032