Abstract
The relative stabilities of the cyclic and open forms of spiropyrans of the phenanthridine series depend on the character and position of the substituents in the chromene ring and also on the polarity of the media. The structure of the open forms of the spiropyrans is closer to the limiting dipolar structure. The open forms of the carboxy derivatives of the spiropyrans are stabilized in alcohol solutions due to proton transfer to the phenoxide oxygen.
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E. Berman, R. E. Fox, and F. D. Thomson, J. Amer. Chem. Soc., 81, 5605 (1959).
R. Gautron, Bull. Soc. Chim. France, 3190 (1968).
V. P. Martynova, N. E. Shelepin, N. S. Loseva, É. R. Zakhs, L. E. Nivorozhkin, V. I. Minkin, and L. S. Éfros, Khim. Geterotsikl. Soedin., 167 (1971).
A. I. Kiprianov, Usp. Khim., 29, 1336 (1960).
M. A. Gal'bershtam, L. M. Mikheeva, and N. P. Samoilova, Khim. Geterotsikl. Soedin., 1534 (1972).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 750–754, June, 1974.
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Zakhs, É.R., Martynova, V.P. & Éfros, L.S. Spiropyrans of the phenanthridine series. Chem Heterocycl Compd 10, 650–653 (1974). https://doi.org/10.1007/BF00480915
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DOI: https://doi.org/10.1007/BF00480915