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Synthesis and photochromic properties of indolinospirochromenes with electron-donor substituents in the indoline part of the molecule
Authors:M. A. Gal'bershtam  E. M. Bondarenko  L. N. Lavrishcheva  I. V. Manakova  G. K. Bobyleva  N. M. Przhiyalgovskaya  N. N. Suvorov
Affiliation:(1) D. I. Mendeleev Moscow Institute of Chemical Technology, 125047 Moscow
Abstract:1,3,3-Trimethylspiro(indoline-2,2'-[2H]chromenes) with CH3 and CH3O groups in the 4–7 positions and NO2 and CH3O groups in the 6prime and 8prime positions were obtained by the reaction of 4,6-, 4,7-, 5,6-, and 6,7-dimethoxy- and 4-methyl-7-methoxy-2-methyleneindolines and 1,3,3,4,5,6,7-heptamethyl-2-methyleneindoline with 3- and 5-nitrosalicylaldehydes and their derivatives. Most of the compounds have photochromic properties. The introduction of electron-donor groups into the indoline fragment of the spirochromene molecules changes the rate of the dark reaction within the limits of one order of magnitude and has a small effect on the position of the long-wave absorption band of the photomerocyanine.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1220–1224, September, 1982.
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