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Carbocyclic and nitrogen-containing fused CH-acids with an annelated indenyl fragment. Thermogravimetric and X-ray structural analysis of 6H-indeno[1,2-b]quinoline
Authors:V G Pleshakov  V M Akimov  E Huipe Nava  S V Lindeman  Yu T Struchkov  K D Ambacheu  A G Dudareva  M A Ryashentseva  V P Zvolinsky  N S Prostakov
Institution:(1) Russian People's Friendship University, 6 ul. Miklukho-Maklaya, 117198 Moscow, Russian Federation;(2) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813 Moscow, Russian Federation;(3) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913 Moscow, Russian Federation
Abstract:Based on thermogravimetric characteristics first obtained for the model 6H-indeno 1,2-b]quinoline, the scheme of thermal conversions of this compound in the temperature range 20–700 °C has been proposed, and the limit of its thermal stability (sim300 °C) has been determined. This temperature is recommended as the optimum for synthesizing fused benzoaza(diaza)fluorenes. Based on the results of X-ray structural analysis, the molecules of the studied indenoquinoline form centrosymmetric pairs, which are arranged in (110) layers. The molecules are orientationally disordered. The observed self-association of these molecules is similar to the pgr-pgr association of fused heterocyclic systems withpgr-excessive andpgr ****- deficient fragments. It has been suggested that interferon-inducing and antitumor compounds with an annelated indenyl fragment have a common mechanism of action according to the intercalation model of stacking structures.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 703–709, April, 1995.
Keywords:CH-acids  6H-indeno[1  2-b]quinoline  heterogeneous catalytic dehydrogenation  thermogravimetric and X-ray structural analysis  interferon-inducing and antitumor intercalators  topological factor  stacking structures
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