A DFT computational study on the molecular mechanism of the nitro group migration in the product derived from 3-nitro-2-(trifluoromethyl)-2H-chromene and 2-(1-phenylpropylidene)malononitrile / Lapczuk-Krygier Agnieszka,Korotaev Vladislav Yu.,Barkov Alexey Yu.,Sosnovskikh Vyacheslav Ya.,Jasinska Ewa,Jasinski Radomir // JOURNAL OF FLUORINE CHEMISTRY. - 2014. - V. 168, l. . - P. 236-239.

ISSN/EISSN:

0022-1139 / 1873-3328

Type:

Article

Abstract:

A migration of the nitro group in the trifluoromethylated partially hydrogenated dibenzopyran system was studied using various DFT theoretical levels. It was found that this reaction proceeds via {[}1,5] sigmatropic shift mechanism. Subsequently competitive nitrous acid extrusion channel was analysed. (C) 2014 Elsevier B.V. All rights reserved.

Author keywords:

{[}1,5] Sigmatropic shift; Nitrocompounds; DFT study; Mechanism 2+3 CYCLOADDITION; DOMINO REACTION; (Z)-C,N-DIPHENYLNITRONE; CANNABINOIDS; NITROSTYRENE; DERIVATIVES

DOI:

10.1016/j.jfluchem.2014.10.012

Web of Science ID:

ISI:000347019300036

Соавторы в МНС:

Другие поля

Поле	Значение
Month	DEC
Publisher	ELSEVIER SCIENCE SA
Address	PO BOX 564, 1001 LAUSANNE, SWITZERLAND
Language	English
EISSN	1873-3328
Keywords-Plus	2+3 CYCLOADDITION; DOMINO REACTION; (Z)-C,N-DIPHENYLNITRONE; CANNABINOIDS; NITROSTYRENE; DERIVATIVES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Inorganic \& Nuclear; Chemistry, Organic
Author-Email	radomir@chemia.pk.edu.pl
ResearcherID-Numbers	Korotaev, Vladislav/L-2692-2016
ORCID-Numbers	Korotaev, Vladislav/0000-0002-7492-5116 Lapczuk-Krygier, Agnieszka/0000-0002-9419-1316 Jasinski, Radomir/0000-0001-8555-6793
Number-of-Cited-References	23
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	8
Journal-ISO	J. Fluor. Chem.
Doc-Delivery-Number	AX6FT