Abstract
New benzoxazolyl-substituted spiroindoline-benzopyrans with electron-withdrawing groups in the indoline fragment were obtained. These compounds exhibit positive P- and T-type photochromism. Structural correlations of the spectrokinetic properties depending on the variation of substituents in the indoline part of the spiropyran molecules were established. Electronwithdrawing groups were found to cause a bathochromic shift of the long-wavelength absorption maxima of the merocyanine isomers as compared to the unsubstituted spiropyran and decrease their lifetime. Conversely, an introduction of electron-donating groups results in a hypso chromic shift of the absorption maxima and an increase in the lifetime of the colored isomers of spiropyrans. Electron-withdrawing substituents at the position 5 of the indoline fragment cause the increase of the colorability of the spiropyrans.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1476–1481, August, 2018.
For Part 12, see Ref. 1
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Rostovtseva, I.A., Voloshin, N.A., Solov’eva, E.V. et al. Spiropyrans and spirooxazines 13. Synthesis and photochromic properties of benzoxazolyl-substituted spirobenzopyrans. Russ Chem Bull 67, 1476–1481 (2018). https://doi.org/10.1007/s11172-018-2242-0
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DOI: https://doi.org/10.1007/s11172-018-2242-0