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

✍ Scribed by Sergey A. Popov; Galina V. Romanenko; Vladimir A. Reznikov

Publisher: Elsevier Science
Year: 2008
Tongue: English
Weight: 659 KB
Volume: 872
Category: Article
ISSN: 0022-2860
DOI: 10.1016/j.molstruc.2007.02.015

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✦ Synopsis

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.

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