Isomerism and tautomerism of 5-fluoroalkyl-substituted 3-acetyldihydrofuran-2(3H)-ones / Kodess M. I.,Matochkina E. G.,Bazhin D. N.,Gorbunova T. I.,Zapevalov A. Ya. // RUSSIAN JOURNAL OF GENERAL CHEMISTRY. - 2009. - V. 79, l. 4. - P. 800-807.

ISSN/EISSN:

1070-3632 / нет данных

Type:

Article

Abstract:

The geometric isomerism and tautomeric equilibrium of 5-fluoroalkyl-3-acetyldihydrofuran-2(3H)-ones obtained by condensation of (perfluoroalkyl)methyloxiranes with acetoacetic ester were studied. In the solid state the acyl-gamma-lactones are in diketo form, mainly as cis isomer, whose structure is confirmed by the data of X-ray structural investigation, while in solution an equilibrium exists of cis-trans isomers and an enol form, as established by 1D and 2D methods of (1)H, (13)C, and (19)F NMR spectroscopy.

Author keywords:

GAMMA-LACTONES; BUTYROLACTONES; ORGANOBORANES; CYCLIZATION; ANHYDRIDES

DOI:

10.1134/S1070363209040215

Web of Science ID:

ISI:000266156600021

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	APR
Publisher	MAIK NAUKA/INTERPERIODICA/SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013-1578 USA
Language	English
Keywords-Plus	GAMMA-LACTONES; BUTYROLACTONES; ORGANOBORANES; CYCLIZATION; ANHYDRIDES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	nmr@ios.uran.ru
ResearcherID-Numbers	Bazhin, Denis/G-1933-2011 Bazhin, Denis/P-4667-2014
ORCID-Numbers	Bazhin, Denis/0000-0003-3972-6995
Number-of-Cited-References	12
Usage-Count-Since-2013	2
Journal-ISO	Russ. J. Gen. Chem.
Doc-Delivery-Number	446YA