Geometric isomerism in the series of fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones / Khudina O. G.,Shchegol'kov E. V.,Burgart Ya. V.,Kodess M. I.,Saloutin V. I.,Kazheva O. N.,Shilov C. V.,D'yachenko O. A.,Grishina M. A.,Potemkin V. A.,Chupakhin O. N. // RUSSIAN JOURNAL OF ORGANIC CHEMISTRY. - 2007. - V. 43, l. 3. - P. 380-387.

ISSN/EISSN:

1070-4280 / нет данных

Type:

Article

Abstract:

According to the H-1, C-13, and F-19 NMR data, fluoroalkyl-containing 1,2,3-trione 2-arylhydrazones in CDCl3 exist exclusively, while in (CD3)(2)CO Preferentially, as isomers in which the acyl or aroyl group is involved in intramolecular hydrogen bond. The isomer structure was assigned on the basis of the chemical shifts of the carbonyl carbon atoms and fluorine atoms and carbon-fluorine spin-spin coupling constants J(C-F). X-ray diffraction data showed that 1,2,3-trione 2-arylhydrazones in crystal have the same structure as in CDCl3 solution. Quantum-chemical calculations were performed to rationalize predominant formation of 1,2,3-trione 2-arylhydrazone isomers with a free polyfluoroacyl group.

Author keywords:

SPECTROSCOPY

DOI:

10.1134/S1070428007030086

Web of Science ID:

ISI:000245854300008

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAR
Publisher	MAIK NAUKA/INTERPERIODICA/SPRINGER
Address	233 SPRING ST, NEW YORK, NY 10013-1578 USA
Language	English
Keywords-Plus	SPECTROSCOPY
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	saloutin@ios.uran.ru
ResearcherID-Numbers	Potemkin, Vladimir/Q-6008-2016 Shchegol'kov, Evgenii/H-6790-2015 Burgart, Yanina/T-8025-2017 Grishina, Maria/C-6148-2015
ORCID-Numbers	Potemkin, Vladimir/0000-0002-5244-8718 Shchegol'kov, Evgenii/0000-0001-6611-2855 Burgart, Yanina/0000-0001-6061-2410 Grishina, Maria/0000-0002-2573-4831
Number-of-Cited-References	11
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	3
Journal-ISO	Russ. J. Organ. Chem.
Doc-Delivery-Number	159GV