Heterogeneous catalytic synthesis and structure of 5,5a,10a,11-tetrahydro-10H-indeno[1,2-b]quinoline |
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Authors: | Pleshakov V. G. Ambacheu K. D. Ryashentseva M. A. Sergeeva N. D. Vener M. V. Murugova L. A. Zvolinsky O. V. Prostakov N. S. |
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Affiliation: | (1) Russian People's Friendship University, 6 ul. Miklucho-Maklaya, 117198 Moscow, Russian Federation;(2) N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913 Moscow, Russian Federation |
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Abstract: | Hydrogenation of 10H-indeno[1,2-b]quinoline in benzene in the presence of R2S7 gave 5,5a,10a,11-tetrahydro-10H-indeno[1,2-b]quinoline, the structure of which was established by mass-, IR, UV,13C, and1H NMR spectra. Thecis fusion of the indan and tetrahydroquinoline fragments, the axial orientation of the proton at C(5a), and the equatorial orientation of the proton at C(10a) were confirmed by molecular mechanics calculations using the PC MODEL program.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1098–1101, June, 1994. |
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Keywords: | 10H-indeno[1,2-b]quinoline, hydrogenation rhenium heptasulfide 5,5a,10a,11-tetrahydro-10H-indeno[1,2-b]quinoline, stereochemistry molecular mechanics calculations, PC MODEL program |
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