The model of 1,3-dipolar cycloaddition reaction of 4,5-dihydro-1 H-imidazole 3-oxide derivatives with alkynes

The model of 1,3-dipolar cycloaddition reaction of 4,5-dihydro-1 H-imidazole 3-oxide derivatives with alkynes Full article

Journal

Journal of Molecular Structure
ISSN: 0022-2860 , E-ISSN: 1872-8014

Output data

Year: 2008, Volume: 872, Number: 1, Pages: 30-39 Pages count : DOI: 10.1016/j.molstruc.2007.02.015

Tags

1,3-dipolar cycloaddition; kinetics; DFT calculation; nitrones; alkynes

Authors

Popov Sergey A. , Romanenko Galina V. , Reznikov Vladimir A.

Affiliations

1	(Данные Web of science) Russian Acad Sci, N N Vorozhtsov Inst Organ Chem, Siberian Branch, R-630090 Novosibirsk, Russia
2	(Данные Web of science) Russian Acad Sci, Int Tomograph Ctr, Siberian Branch, R-630090 Novosibirsk, Russia

The influence of solvents and different structural factors on the rate of 1,3-dipolar cycloaddition reaction of the 4,5-dihydro-1H-imidazole 3-oxide derivatives with alkynes have been studied. Nitrones and alkynes have been ranged by their relative activity in this reaction. Using the DFT calculation with the triple zets basis set, the energy profile of the reaction has been plotted, and the structures and energy characteristics of the transition states have been determined. The mechanism of this reaction has been shown to be concerted and asynchronous. The validity of the used computational approach for the detailed investigation of 1,3-dipolar cycloaddition of nitrones has been demonstrated. (c) 2007 Elsevier B.V. All rights reserved.

Popov S.A. , Romanenko G.V. , Reznikov V.A.
The model of 1,3-dipolar cycloaddition reaction of 4,5-dihydro-1 H-imidazole 3-oxide derivatives with alkynes
Journal of Molecular Structure. 2008. V.872. N1. P.30-39. DOI: 10.1016/j.molstruc.2007.02.015 WOS Scopus РИНЦ

Published print:

Jan 1, 2008

Web of science	WOS:000253100900005
Scopus	2-s2.0-36048929905
Elibrary	13565910
OpenAlex	W2009178258