Conclusions
-
1.
Values of electron affinity appear to be calculational criteria of the reactivities of anhydrides of tetracarboxylic acids in the same homologous series.
-
2.
Differences in the reactivities of phthalic and naphthalic anhydrides are determined by the strength of the anhydride ring.
-
3.
The most electrophilic reaction center is determined by the largest value of positive charge on the carbon atom of the carbonyl group.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
A. L. Rusanov, S. N. Leont'eva, and Ts. G. Iremashvili, Usp. Khim.,46, 151 (1977).
V. V. Koršak, A. L. Rusanov, and L. Kh. Plieva, Faserforsch. Textiltechn.,28, 371 (1977).
D. V. Pebalk, B. V. Kotov, O. Ya. Neiland, I. V. Mazere, V. Zh. Tilika, and A. N. Pravednikov, Dokl. Akad. Nauk SSSR,236, 1379 (1977).
V. M. Svetlichnyi, K. K. Kalnin'sh, V. V. Kudryavtsev, and M. M. Kotov, Dokl. Akad. Nauk SSSR,237, 612 (1977).
V. A. Zubkov, V. M. Svetlichnyi, V. V. Kudryavtsev, K. K. Kalnin'sh, and M. M. Koton, Dokl. Akad. Nauk SSSR,240, 862 (1978).
R. Pariser and R. G. Parr, J. Chem. Phys.,21, 466 (1953).
R. Pariser and R. G. Parr, J. Chem. Phys.,21, 767 (1953).
J. A. Pople, Trans. Faraday Soc.,49, 1375 (1953).
K. Higashi, H. Baba, and A. Rembaum, Quantum Organic Chemistry, New York, Wiley-Interscience (1965).
V. A. Kosobutskii, G. I. Kagan, V. K. Belyakov, and O. G. Tarakanov, Zh. Strukt. Khim.,12, 822 (1971).
M. J. S. Dewar and T. Morita, J. Am. Chem. Soc.,91, 796 (1969).
I. T. A. Koopmans, Physica,1, 104 (1933).
M. J. S. Dewar, J. A. Hashmall, and C. G. Venier, J. Am. Chem. Soc.,90, 1953 (1968).
M. M. Koton, V. V. Kudryavtsev, N. A. Adrova, K. K. Kalnin'sh, A. M. Dubnova, and V. M. Svetlichnyi, Vysokomol. Soedin.,A16, 2081 (1974).
V. M. Svetlichnyi, V. V. Kudryavtsev, N. A. Adrova, and M. M. Koton, Zh. Org. Khim.,10, 1896 (1974).
Ya. S. Vygodskii, T. N. Spirina, P. P. Nechaev, L. I. Chudina, G. E. Zaikov, V. V. Korshak, and S. V. Vinogradova, Vysokomol. Soedin.,A19, 1516 (1977).
M. M. Koton, Vysokomol. Soedin.,A13, 1348 (1971).
J. A. Kreuz, R. J. Angelo, and W. E. Barth, J. Polym. Sci.,A5, 2961 (1967).
R. C. Bingham, M. J. S. Dewar, and D. H. Lo, J. Am. Chem. Soc.,97, 1285 (1975).
T. M. Birshtein, V. A. Zubkov, I. S. Milevskaya, V. E. Eskin, I. A. Baranovskaya, M. M. Koton, V. V. Kudryavtsev (Kudriavtzev), and V. P. Sklizkova, Eur. Polym. J.,13, 375 (1977).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1553–1557, July, 1980.
Rights and permissions
About this article
Cite this article
Korshak, V.V., Kosobutskii, V.A., Bolduzev, A.I. et al. Quantum-chemical interpretation of the reactivity of bis(naphthalic) anhydrides. Russ Chem Bull 29, 1099–1102 (1980). https://doi.org/10.1007/BF00949161
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00949161