Synthesis,metal ion binding,and photochromic properties of benzo- and naphthopyrans annelated by crown ether moieties |
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Authors: | Sergey V. Paramonov Vladimir Lokshin Artem B. Smolentsev Evgeni M. Glebov Valeri V. Korolev Stepan S. Basok Konstantin A. Lysenko Stéphanie Delbaere Olga A. Fedorova |
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Affiliation: | 1. A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., 119991 Moscow, Russian Federation;2. Centre Interdisciplinaire de Nanoscience de Marseille (CINaM, CNRS UMR 7325), Aix-Marseille Université, 163 Av. de Luminy, 13288 Marseille, France;3. Institute of Chemical Kinetics and Combustion, Siberian Branch of Russian Academy of Sciences, 3 Institutskaya St., 630090 Novosibirsk, Russian Federation;4. A.V. Bogatsky Physico-Chemical Institute, National Academy of Science of Ukraine, 86 Lustdorfskaya doroga, 650080 Odessa, Ukraine;5. Université Lille Nord de France, CNRS UMR 8516, UDSL 3 rue du Professeur Laguesse BP83, 59006 Lille, France |
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Abstract: | Combining a photochromic chromene with a crown ether moiety results in systems in which photochromism and ionophoric properties could significantly influence each other. In this paper, we report the synthesis of several chromenes annelated by 15(18)-crown-5(6) ethers. The approach involves the building of the photochromic fragment upon the initial crown ether via phenols. The two main routes for chromene preparation are discussed. The complex formation of the synthesized photochromic crown-containing naphthopyran with magnesium(II) and barium(II) cations was studied. The kinetic behavior of the colored form of the compound is affected by complex formation. |
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