R 30 Reactions of perfluoro(2,3-epoxy-2-methylpentane) with o-phenylenediamine and ethylenediamine [Electronic resource] / T. I. Filyakova, A. Ya. Zapevalov, M. I. Kodess, P. A. Slepukhin, V. I. Saloutin // Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2013. - Vol.49, №3. - С. 350-355. - Библиогр.: с. 355 (16 ref.) Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): O-PHENYLENEDIAMINE -- ETHYLENEDIAMINE -- C-N BOND Аннотация: Perfluoro(2,3-epoxy-2-methylpentane) reacted with o-phenylenediamine and ethylenediamine via cleavage of the C-C bond to produce 2,2,3,3,3-pentafluoro-N-[2-(2,2,2-trifluoro-1-trifluoromethylethylamino)-phenyl]propanamide and 2,2,3,3,3-pentafluoro-N-[2-(2,2,2-trifluoro-1-trifluoromethylethylamino)ethyl]-propanamide, respectively. Presumably, these compounds are formed as a result of rearrangement of intermediate ketone generated by intramolecular haloform-type reaction. According to the NMR and X-ray diffraction data, 2,2,3,3,3-pentafluoro-N-[2-(2,2,2-trifluoro-1-trifluoromethylethylamino)phenyl]propanamide in crystal exists as Z conformer with respect to the amide C-N bond \\\\expert2\\NBO\\Russian Journal of Organic Chemistry\\2013, 49, (3), 350-355.pdf |