Вид документа : Статья из журнала
Шифр издания : 54/C 73
Автор(ы) : Shchegol'kov E. V., Burgart Ya. V., Slepukhin P. A., Kazheva O. N., Saloutin V. I.
Заглавие : Condensation of fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones with methylamine [Electronic resource]
Место публикации : Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2007. - Vol. 43, № 12. - С. 1788-1796
Систем. требования: http://www.springerlink.com/content/l36734m803752065/fulltext.pdf
Примечания : 28.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones react with methylamine in different ways, depending on the substrate structure. Arylhydrazones having a short fluoroalkyl substituent (RF = CF3, HCF2CF2) react at the carbonyl group adjacent to the nonfluorinated substituent to give 3-alkyl(aryl)-2-aryldiazenyl-3-methylamino-1-polyfluoroalkylprop-2-en-1-ones. Arylhydrazones with a long-chain fluoroalkyl group (RF = C3F7 and longer) and a bulky nonfluorinated group take up methylamine molecule at the carbonyl group linked to the fluorinated substituent, and the subsequent haloform reaction yields N-methyl-2-arylhydrazono-3-oxobutanamides. Both types of products are formed in reactions of methylamine with 1,2,3-triketone 2-arylhydrazones having a long fluoroalkyl group and methyl group at the other carbonyl group. Template condensation of fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones with methylamine over Ni(II) template gives bis[3-alkyl(aryl)-1-polyfluoroalkyl-3-methylamino-2-aryldiazenylprop-2-en-1-onato-N,N?]-nickel(II), regardless of the size of the fluoroalkyl substituent. The same complexes and their copper analogs can be obtained by treatment of 3-alkyl(aryl)-2-aryldiazenyl-3-methylamino-1-polyfluoroalkylprop-2-en-1-ones with the corresponding metal salts
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Shchegol'kov, E. V.; Burgart, Ya. V.; Бургарт Янина Валерьевна; Slepukhin, P. A.; Kazheva, O. N.; Saloutin, V. I.