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Synthesis and Reactivity of Photochromic 2 H ‐Chromenes Based on 3‐Carboxylated Coumarins

New photochromic 2 H ‐chromenes (=2 H ‐1‐benzopyrans) including a 3‐carboxylated coumarin nucleus were synthesized from hydroxycoumarins, and, in one case, the corresponding trimethoxysilylcarboxamide was prepared. The photochromic behavior was studied under flash‐photolysis conditions. The introduc...

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Bibliographic Details
Published in:Helvetica chimica acta 2003-09, Vol.86 (9), p.3244-3253
Main Authors: Cerqueira, Nuno M. F. S. A., Rodrigues, Lígia M., Oliveira‐Campos, Ana M. F., Melo de Carvalho, Luís H., Coelho, Paulo J., Dubest, Roger, Aubard, Jean, Samat, André, Guglielmetti, Robert
Format: Article
Language:English
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Summary:New photochromic 2 H ‐chromenes (=2 H ‐1‐benzopyrans) including a 3‐carboxylated coumarin nucleus were synthesized from hydroxycoumarins, and, in one case, the corresponding trimethoxysilylcarboxamide was prepared. The photochromic behavior was studied under flash‐photolysis conditions. The introduction of electron‐withdrawing substituents in this position of the coumarin nucleus led to a global and significant bathochromic shift in the spectra of the open forms and to an interesting intensification in the colorability.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.200390264