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

被引：2

作者：

Popov, Sergey A. ^{[1
]}

Romanenko, Galina V. ^{[2
]}

Reznikov, Vladimir A. ^{[1
]}

机构：

[1] Russian Acad Sci, N N Vorozhtsov Inst Organ Chem, Siberian Branch, R-630090 Novosibirsk, Russia

[2] Russian Acad Sci, Int Tomograph Ctr, Siberian Branch, R-630090 Novosibirsk, Russia

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2008年 / 872卷 / 01期

关键词：

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

D O I：

10.1016/j.molstruc.2007.02.015

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

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.

引用

页码：30 / 39

页数：10

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