SPECIAL FEATURES OF 1,3-DIPOLAR CYCLOADDITION OF N-METHYLAZOMETHINYLID TO NITROBENZAZOLES

Authors

  • А. М. Старосотников N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • Д. В. Хакимов N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • М. А. Бастраков N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • С. Ю. Печенкин N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • С. А. Шевелев N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • Т. С. Пивина N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/2137

Keywords:

aromatic nitro compounds, reactivity indexes, quantum chemical calculations, methods HF/STO-3G and B3LYP/631G*, [3 2] cycloaddition mechanism of 1, 3-dipolar cycloaddition

Abstract

Synthetic approaches to 1,3-dipolar cycloaddition of N-methylazomethinylid to mononitrobenzazole are described. The geometric and electronic structures have been studied by quantum chemical methods (HF/STO-3G and B3LYP/6-31G*) and the reactivity indexes of compounds have been estimated. It was shown that 1,3-dipolar cycloaddition of N-methylazomethinylid to the dipolarophile has a polar character and proceeds in accordance with the normal (noninversion) electronic distribution.

How to Cite
Starosotnikov, A. M.; Khakimo, D. V.; Bastrakov, M. A.; Pechenkin, S. Yu.; Shevelev, S. A.; Pivina, T. S. Chem. Heterocycl. Compd. 2011, 47(2), 215. [Khim. Geterotsikl. Soedin. 2011, 271.]

For this article in the English edition see DOI 10.1007/s10593-011-0743-y

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Published

2014-12-04

Issue

No. 2 (2011)

Section

Original Papers