The transformations of fluoroalkyl-containing 2-arylhydrazono-1,3-dicarbonyl compounds with methylamine / Shchegol'kov E. V.,Burgart Ya. V.,Saloutin V. I. // JOURNAL OF FLUORINE CHEMISTRY. - 2007. - V. 128, l. 7, SI. - P. 779-788.

ISSN/EISSN:

0022-1139 / нет данных

Type:

Article; Proceedings Paper

Abstract:

Fluoroalkylated 1,2,3-triketone 2-arylhydrazones and 2-arylhydrazono-3-oxo esters react variously with methylamine depending on the structure of the fluorinated substituent. 2-Arylhydrazono-1,3-dicarbonyl compounds having ``short{''} fluoroalkyl substituents condense with methylamine at the carbonyl group attached to the non-fluorinated substituent whereas ones containing a lengthy polyfluoroalkyl substituent undergo haloformic cleavage as a result of the amine addition at the carbonyl group bearing such a substituent. The resulting 2-arylazo-3-(N-methyl)amino- 1-polyfluoroket-2-en-1-ones and 1-(N-methyl)amino-2-arylhydrazono-3-fluoroalkyl-3-oxopropanamides have complexing properties, and they can bind to nickel(II) and copper(11) ions. Nickel chelates can be obtained by a three-component condensation of 2-arylhydrazono-1,3-dicarbonyl compounds and methylamine in the presence of nickel(II) cations. (c) 2007 Elsevier B.V. All rights reserved.

Author keywords:

fluoroalkylated 1,2,3-triketone 2-arylhydrazones; 2-arylhydrazono-3-oxo esters; methylamine; condensation; haloformic cleavage; complexation; metalchelate

DOI:

10.1016/j.jfluchem.2007.04.009

Web of Science ID:

ISI:000248429900016

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUL
Note	7th All-Russian Conference on Fluorine Chemistry, INEOS, Moscow, RUSSIA, JUN 05-09, 2006
Publisher	ELSEVIER SCIENCE SA
Address	PO BOX 564, 1001 LAUSANNE, SWITZERLAND
Language	English
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Inorganic \& Nuclear; Chemistry, Organic
Author-Email	schegolkov@e1.ru
ResearcherID-Numbers	Burgart, Yanina/T-8025-2017 Shchegol'kov, Evgenii/H-6790-2015
ORCID-Numbers	Burgart, Yanina/0000-0001-6061-2410 Shchegol'kov, Evgenii/0000-0001-6611-2855
Number-of-Cited-References	12
Usage-Count-Since-2013	3
Journal-ISO	J. Fluor. Chem.
Doc-Delivery-Number	195RS