Photochromic dihetarylethenes. 17. Synthesis and photochromic properties of dithienylethenes containing new heterocyclic bridging fragments |
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| Authors: | Krayushkin M M Ivanov S N Martynkin A Yu Lichitsky B V Dudinov A A Vorontsova L G Starikova Z A Uzhinov B M |
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| Institution: | (1) Russian Academy of Sciences, N. D. Zelinsky Institute of Organic Chemistry, 47 Leninsky prosp., 119991 Moscow, Russian Federation;(2) Russian Academy of Sciences, A. N. Nesmeyanov Institute of Organoelement Compounds, 28 ul. Vavilova, 119991 Moscow, Russian Federation;(3) Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory, 119899 Moscow, Russian Federation |
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| Abstract: | Procedures were developed for the synthesis of substituted bis(2,5-dimethyl-3-thienyl)ethenes containing the imidazol-2-one, 1,3-dioxol-2-one, or 1,3-oxazol-2-one fragments as ethene bridges. These compounds were demonstrated to exhibit the photochromic properties. The cyclic forms of some imidazolone and oxazolone photochromes possess high thermal stability. The structure of photochromic 4,5-bis(4-acetyl-2,5-dimethyl-3-thienyl)-3-methyl-2,3-dihydro-1,3-oxazol-2-one was established by X-ray diffraction analysis. The molecule adopts an anti-parallel conformation similar to that of perfluorocyclopentene-bridged dithienylethenes. |
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| Keywords: | 1 2-dithienylethenes 4 5-dithienylimidazol-2-ones 4 5-dithienyl-1 3-dioxol-2-ones 4 5-dithienyl-1 3-oxazol-2-ones  -hydroxy ketones" target="_blank">gif" alt="agr" align="BASELINE" BORDER="0">-hydroxy ketones thenoins photochromes thermal stability fatigue resistance X-ray diffraction analysis |
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