Abstract
By means of the SCF MO LCAO method in the π-electronic approximation (PPP), the electronic structures and spectral characteristics of indoline spiropyrans, spirodipyrans, and spirothiopyranopyrans have been calculated. The calculated spectral characteristics of the photo-colored forms of the spiropyrans agree best with the experimental results when a geometric configuration corresponding to a bipolar structure is taken. The diffuseness of the long-wave absorption band is not connected with a difference in the spectral characteristics of the stereoisomers. It has been shown that the long-wave electronic transition is localized in the allylidenecyclohexadienone fragment of the molecule. An explanation of the mechanism of the opening up of the spirothiopyranopyrans at the C-O bond is given. The existence of spirothiopyranopyrans in which the thiopyran fragment must be opened is predicted.
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For Communication IV, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 76–83, January, 1974.
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Simkin, B.Y., Minkin, V.I. & Nivorozhkin, L.E. Photochromic and thermochromic spirans. Chem Heterocycl Compd 10, 67–72 (1974). https://doi.org/10.1007/BF00475911
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DOI: https://doi.org/10.1007/BF00475911