Indole-containing 2-Nitroethenylphosphonates: Synthesis and Structure |
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| Authors: | V. M. Berestovitskaya I. A. Litvinov E. A. Ishmaeva L. I. Deiko Ya. A. Vereshchagina Z. M. Sarkisyan A. G. Gubaidullin G. R. Fattakhova S. V. Makarenko G. A. Berkova |
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| Affiliation: | (1) Herzen Russian State Pedagogical University, St. Petersburg, Russia;(2) Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, Kazan, Tatarstan, Russia;(3) Kazan State University, Kazan, Tatarstan, Russia;(4) Kazan State Technological University, Kazan, Tatarstan, Russia |
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| Abstract: | A method was developed for preparing first representatives of phosphorylated nitrovinylindoles, bis(2-chloroethyl) 1-(indol-3-yl)- and bis(2-chloroethyl) 1-(1-alkylindol-3-yl)-2-nitroethenylphosphonates, and the structures of these compounds were studied. The spectroscopic data and results of dipole moment measurements show that the molecules have E configuration with s-cis arrangement of the multiple bond and phosphoryl group. X-ray studies have shown that the molecules of the first compound, having the E-s-cis form in the solid phase also, exist in the crystal in the form of enantiomeric pairs. They are involved in inter- molecular hydrogen bonds to form infinite chains. |
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