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Crown-containing spirooxazines and spiropyrans
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
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
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.
Keywords:crown-containing spironaphthooxazines  synthesis  complexation  photochromic properties
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