Вид документа : Статья из журнала
Шифр издания : 54/R 30
Автор(ы) : Shchegol'kov E. V., Burgart Ya. V., Khudina O. G., Saloutin V. I., Kazheva O. N., Chekhlov A. N.
Заглавие : Steric structure of alkyl 2-aryl(hetaryl)hydrazono-3-fluoroalkyl-3-oxopropionates [Electronic resource]
Место публикации : Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2009. - Vol. 45, № 6. - С. 801-809
Систем. требования: http://www.springerlink.com/content/73q15625841v6312/fulltext.pdf
Примечания : 28.10.2011 г.
ББК : 54
Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ
Аннотация: Steric structure of fluorinated 2-arylhydrazono-3-oxo esters was studied by 1H, 19F, and 13C NMR spectroscopy and X-ray analysis. It was found that these compounds in the crystalline state and in solutions in acetone-d 6, DMSO-d 6, and CDCl3 exist as Z isomers with the ester fragment involved in intramolecular hydrogen bond with the hydrazone NH proton. Exceptions are alkyl 2-arylhydrazono-4,4-difluoro-3-oxobutanoates which exist in acetone-d 6 as mixtures of Z and E isomers, the former prevailing. Unlike fluorinated analogs, ethyl 2-(4-methylphenyl)hydrazono-3-oxobutanoate in crystal has the structure of E isomer in which intramolecular hydrogen bond is formed between the NH proton and acetyl carbonyl group. The same compound in acetone-d 6, DMSO-d 6, and CDCl3 gives rise to a mixture of Z and E isomers, the latter prevailing
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Shchegol'kov, E. V.; Burgart, Ya. V.; Бургарт Янина Валерьевна; Khudina, O. G.; Saloutin, V. I.; Kazheva, O. N.; Chekhlov, A. N.