Abstract
A number of photochromic 1-carbethoxymethyl-3,3-dimethyl-6′-nitroindoline-2-spiro-2′-2H-chromenes were synthesized. The introduction of a carbethoxymethyl substituent at the nitrogen atom instead of a methyl group somewhat increases the rate of dark decolorization of the photomerocyanines without appreciably affecting the spectral characteristics. The results are compared with the analogous spectral-kinetic characteristics of 1-phenyl-substituted compounds.
Similar content being viewed by others
Literature cited
R. Bertelson, Photochromism, Tech. Chem., Vol. 3, edited by G. Brown, Wiley-Interscience, (1971).
G. Plancher, Ber., 31, 1488 (1898).
V. I. Pantsyrnyi, M. A. Gal'bershtam, and N. A. Donskaya, Khim. Geterotsikl. Soedin., No. 5, 653 (1973).
M. A. Gal'bershtam, L. M. Mikheeva, and N. P. Samoilova, Khim. Geterotsikl. Soedin., No. 11, 1534 (1972).
M. A. Gal'bershtam, N. M. Przhiyalgovskaya, O. R. Khrolova, I. V. Manakova, G. K. Bobyleva, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 8, 1069 (1977).
V. I. Pantsyrnyi and M. A. Gal'bershtam, Khim. Geterotsikl. Soedin., No. 5, 659 (1973).
O. Chaude, Cahiers de Physique, 50, 17 (1954); 51, 6; 52, 3.
V. A. Kuz'min, A. M. Vinogradov, Ya. N. Malkin, M. A. Al'perovich, and I. I. Levkoev, Dokl. Akad. Nauk SSSR, 227, No. 2, 380 (1970).
G. B. Flannery, J. Am. Chem. Soc., 90, 5660 (1968).
Yu. A. Zhdanov and V. I. Minkin, Correlation Analysis in Organic Chemistry [in Russian], Rostov-on-Don (1966).
Chemist's Handbook [in Russian], Vol. 3, Khimiya, Moscow-Leningrad (1964), p. 98.
E. P. Serjeant, Austr. J. Chem., 22, 1189 (1969).
A. I. Kiprianov, Usp. Khim., 29, 1336 (1960).
R. Gautron, Bull. Soc. Chim. France, No. 8, 3190 (1968).
D. A. Drapkina, V. G. Brudz', V. A. Inshakova, and I. P. Plitina, Methods for the Synth- esis of Chemical Reagents and Preparations [in Russian], Vol. 15 (1967), p. 154.
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1640–1644, December, 1977.
Rights and permissions
About this article
Cite this article
Gal'bershtam, M.A., Przhiyalgovskaya, N.M., Khrolova, O.R. et al. Photochromic properties of some N-substituted 3,3-dimethyl-6′-nitroindoline-2-spiro-2′-2H-chromenes. Chem Heterocycl Compd 13, 1309–1313 (1977). https://doi.org/10.1007/BF00469891
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00469891