CONJUGATED NITROALKENES IN CYCLOADDITION REACTIONS. 17. MECHANISM OF (2+3) CYCLOADDITION BETWEEN (E)-3,3,3-TRIFLUORO-1-NITROPROP-1-ENE AND (Z)-C-PHENYL-N-METHYLNITRONE IN THE LIGHT OF REACTIVITY INDICES THEORY AND B3LYP/6-31G*

R. Jasiński; J. Socha; A. Barański

doi:10.1007/791

CONJUGATED NITROALKENES IN CYCLOADDITION REACTIONS. 17. MECHANISM OF (2+3) CYCLOADDITION BETWEEN (E)-3,3,3-TRIFLUORO-1-NITROPROP-1-ENE AND (Z)-C-PHENYL-N-METHYLNITRONE IN THE LIGHT OF REACTIVITY INDICES THEORY AND B3LYP/6-31G*

Авторы

R. Jasiński Institute of Organic Chemistry and Technology, Cracow University of Technology
J. Socha Institute of Organic Chemistry and Technology, Cracow University of Technology
A. Barański Institute of Organic Chemistry and Technology, Cracow University of Technology

DOI:

https://doi.org/10.1007/791

Ключевые слова:

nitroalkene, nitrones, B3LYP/6-31G* calculations, (2 3) cycloaddition

Аннотация

Analysis of the reactivity indices shows the polar character of the (2+3) cycloaddition between (E)-3,3,3-trifluoro-1-nitroprop-1-ene and (Z)-C-phenyl-N-methylnitrone. This is confirmed by exploration of reaction paths by B3LYP/6-31G(d) algorithm. Although the transition complexes involved in the reaction mechanism are considerably asymmetric and polar, the reactions proceed via a one-step mechanism.

Also published in Chemistry of Heterocyclic Compounds, 2013, 49 (7), pp 1055-1060

http://link.springer.com/article/10.1007/s10593-013-1343-9