Crown-containing spirooxazines and spiropyrans |
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Authors: | O A Fedorova S P Gromov Yu P Strokach Yu V Pershina S A Sergeev V A Barachevskii G Pepe A Samat R Guglielmetti M A Alfimov |
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Institution: | (1) N. N. Semenov Institute of Physical Chemistry, Russian Academy of Sciences, 7A ul. Novatorov, 117421 Moscow, Russian Federation;(2) Division of Organic and Bioorganic Chemistry, University of Lumini, URA CNRS, 1320 Marseille, France |
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Abstract: | Methods for the synthesis of new spironaphthooxazines containing an aza-15-crown-5 fragment in two different positions (5′
and 9′) were developed. The spectral and photochemical properties of these compounds suggest that two competitive complexation
processes occur with alkaline-earth or rare-earth metal cations differing in efficiency and selectivity. A metal cation occupies
the optimum position in the crown-ether cavity with respect to the donor oxygen atom of the merocyanine form of the dye and
thus can affect more strongly its spectral and photochemical properties than in the case of intermolecular interaction.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1974–1983, October, 1999. |
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Keywords: | crown-containing spironaphthooxazines synthesis complexation photochromic properties |
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