Synthesis, metal ion binding, and photochromic properties of benzo- and naphthopyrans annelated by crown ether moieties
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- 作者：Sergey V. Paramonov ; Vladimir Lokshin ; Artem B. Smolentsev ; Evgeni M. Glebov ; Valeri V. Korolev ; Stepan S. Basok ; Konstantin A. Lysenko ; St¨¦phanie Delbaere ; Olga A. Fedorova
- 关键词：Chromenes ; Crown ether ; Synthesis ; Baeyer&ndash ; Villiger oxidation ; Host&ndash ; guest complexes ; Binding constants determination ; Photochromism
- 刊名：Tetrahedron
- 出版年：2012
- 出版时间：23 September, 2012
- 年：2012
- 卷：68
- 期：38
- 页码：7873-7883
- 全文大小：1453 K
文摘
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.