Synthesis and structure of alkyl-α-arylamino-β-bromo-β-nitroacrylates, new functionalized β-nitroenamines

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作者
V. M. Berestovitskaya
S. V. Makarenko
K. S. Kovalenko
I. A. Litvinov
D. B. Krivolapov
A. D. Shevchenko
机构
[1] Herzen Russian State Pedagogical University,Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center
[2] Russian Academy of Sciences,undefined
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General Chemistry; Nitro Group; Enamine; Anhydrous Benzene; Vinyl Carbon;
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摘要
New bromonitroenamine compounds, alkyl-2-arylamino-3-bromo-3-nitroacrylates, were synthesized and characterized using IR, UV, 1H and 13C NMR spectroscopy, and X-ray analysis. Their molecules were found to have the E-configuration and to exist as highly conjugated structures. According to the X-ray analysis, in the ethyl-3-bromo-2-(p-bromophenylamino)-3-nitroacrylate molecule the bromonitroenamine moiety is almost planar, the ester group is located completely out of the C=C double bond plane, amino hydrogen and nitro oxygen atoms form an intramolecular hydrogen bond.
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页码:376 / 384
页数:8
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