A DFT computational study of the molecular mechanism of [3 + 2] cycloaddition reactions between nitroethene and benzonitrile N-oxides

DFT calculations were performed to shed light on the molecular mechanism of [3 + 2] cycloadditions of simple conjugated nitroalkenes to benzonitrile N-oxides. In particular, it was found that these processes proceed by a one-step mechanism through asynchronous transition states. According to the lat...

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Detalles Bibliográficos
Autores principales: Jasiński, Radomir, Jasińska, Ewa, Dresler, Ewa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Berlin Heidelberg 2016
Materias:
Original Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5196010/
https://www.ncbi.nlm.nih.gov/pubmed/28032222
http://dx.doi.org/10.1007/s00894-016-3185-8
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author Jasiński, Radomir
Jasińska, Ewa
Dresler, Ewa
author_facet Jasiński, Radomir
Jasińska, Ewa
Dresler, Ewa
author_sort Jasiński, Radomir
collection PubMed
description DFT calculations were performed to shed light on the molecular mechanism of [3 + 2] cycloadditions of simple conjugated nitroalkenes to benzonitrile N-oxides. In particular, it was found that these processes proceed by a one-step mechanism through asynchronous transition states. According to the latest terminology, they should be considered polar but not stepwise processes.
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spelling pubmed-51960102017-01-13 A DFT computational study of the molecular mechanism of [3 + 2] cycloaddition reactions between nitroethene and benzonitrile N-oxides Jasiński, Radomir Jasińska, Ewa Dresler, Ewa J Mol Model Original Paper DFT calculations were performed to shed light on the molecular mechanism of [3 + 2] cycloadditions of simple conjugated nitroalkenes to benzonitrile N-oxides. In particular, it was found that these processes proceed by a one-step mechanism through asynchronous transition states. According to the latest terminology, they should be considered polar but not stepwise processes. Springer Berlin Heidelberg 2016-12-28 2017 /pmc/articles/PMC5196010/ /pubmed/28032222 http://dx.doi.org/10.1007/s00894-016-3185-8 Text en © The Author(s) 2016 Open Access This article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made.
spellingShingle Original Paper
Jasiński, Radomir
Jasińska, Ewa
Dresler, Ewa
A DFT computational study of the molecular mechanism of [3 + 2] cycloaddition reactions between nitroethene and benzonitrile N-oxides
title A DFT computational study of the molecular mechanism of [3 + 2] cycloaddition reactions between nitroethene and benzonitrile N-oxides
title_full A DFT computational study of the molecular mechanism of [3 + 2] cycloaddition reactions between nitroethene and benzonitrile N-oxides
title_fullStr A DFT computational study of the molecular mechanism of [3 + 2] cycloaddition reactions between nitroethene and benzonitrile N-oxides
title_full_unstemmed A DFT computational study of the molecular mechanism of [3 + 2] cycloaddition reactions between nitroethene and benzonitrile N-oxides
title_short A DFT computational study of the molecular mechanism of [3 + 2] cycloaddition reactions between nitroethene and benzonitrile N-oxides
title_sort dft computational study of the molecular mechanism of [3 + 2] cycloaddition reactions between nitroethene and benzonitrile n-oxides
topic Original Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5196010/
https://www.ncbi.nlm.nih.gov/pubmed/28032222
http://dx.doi.org/10.1007/s00894-016-3185-8
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