Synthesis and Structure of Derivatives of 9-(2-Oxopropyl)-1,5-dinitro-7,8-benzo-3-azabicylo[3.3.1]non-7-en-6-ones |
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| Authors: | Yakunina I E Shakhkeldyan I V Atroshenko Yu M Borbulevich O Ya Nesterov V V Kopyshev M B Troitskii N A Efremov Yu A Alifanova E N Subbotin V A |
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| Institution: | (1) Tolstoy Tula State Pedagogical University, Tula, 300600, Russia;(2) Nesmeyanov Institute of Organoelemental Compounds, Russian Academy of Sciences, Moscow, Russia;(3) Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia |
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| Abstract: | A number of 3-R-9-(2-oxopropyl)-1,5-dinitro-7,8-benzo-3-azsbicyclo3.3.1]non-7-en-6-ones was synthesized by Mannich reaction involving Yanovsky adduct of 2,4-dinitronaphthol. It was established by molecular spectroscopy and X-ray diffraction analysis that the piperidine ring in these compounds was in the chairconformation with a diequatorial position of the substituent attached to the heteroatom and 2-oxo-propyl group, and the cyclohexenone fragment was in sofaform. By an example of 3-methyl-9-(2-oxopropyl)-1,5-dinitro-7,8-benzo-3-azsbicyclo3.3.1]non-7-en-6-one the dissociative ionization of bicyclononanes under the electron impact was investigated. |
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