Abstract
Donor—acceptor interaction of tetracyanoethylene with aromatic N-oxides leads to the formation of two kinds of molecular complexes of the π,π-type: π-complexes and charge-transfer complexes. A correlation is observed between the reactivity of the N-oxides and the electronic properties of the substituents in the N-oxides.
Similar content being viewed by others
Literature Cited
K. Harano, R. Kondo, M. Murase, T. Matsuoka, and T. Hasano, Chem. Pharm. Bull., 34, 966 (1986).
J. Fatiadi, Synthesis, No. 7, 749 (1987).
R. E. Merrifield and W. D. Phillips, J. Am. Chem. Soc., 80, 2778 (1958).
E. N. Gur'yanova, I. P. Gol'dshtein, and I. P. Romm, The Donor—Acceptor Bond [in Russian], Khimiya, Moscow (1973), p. 40.
W. O. Welster, W. Mahier, and R. F. Benson, J. Am. Chem. Soc., 84, 3678 (1962).
L. R. Melby, in: The Chemistry of the Cyano Group, Z. Rappoport (ed.), Interscience, New York (1970), Chap. 10, p. 639.
E. N. Gur'yanova and I. P. Gol'dshtein, Zh. Obshch. Khim., 36, 1822 (1966).
Y. Ishiguro, M. Yoshida, K. Funakashi, S. Saeki, and M. Hamana, Heterocycles, 20, 193 (1983).
E. Ochiai, J. Org. Chem., 18, 534 (1953).
A. P. Pavlov, Methods for Measuring Parameters of Semiconductor Materials [in Russian], Vysshaya Shkola, Moscow (1987), p. 10.
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 488–492, April, 1991.
Rights and permissions
About this article
Cite this article
Ryzhakov, A.V., Rodina, L.L. Molecular complexes of aromatic N-oxides with tetracyanoethylene. Chem Heterocycl Compd 27, 386–390 (1991). https://doi.org/10.1007/BF00480835
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00480835