Activation of Dinitrogen as A Dipolarophile in 1,3-Dipolar Cycloadditions: A Theoretical Study Using Nitrile Imines as “Octet” 1,3-Dipoles

Theoretical calculations at the G4MP2 level of theory demonstrate that it is possible to activate dinitrogen to make it react in dipolar cycloadditions using neutral beryllium derivatives and other neutral metallic compounds. For the particular case of beryllium, the barrier decreases more than 40 k...

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Autores principales: Montero-Campillo, M. Merced, Alkorta, Ibon, Elguero, José
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2017
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5522451/
https://www.ncbi.nlm.nih.gov/pubmed/28733626
http://dx.doi.org/10.1038/s41598-017-05708-z
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author Montero-Campillo, M. Merced
Alkorta, Ibon
Elguero, José
author_facet Montero-Campillo, M. Merced
Alkorta, Ibon
Elguero, José
author_sort Montero-Campillo, M. Merced
collection PubMed
description Theoretical calculations at the G4MP2 level of theory demonstrate that it is possible to activate dinitrogen to make it react in dipolar cycloadditions using neutral beryllium derivatives and other neutral metallic compounds. For the particular case of beryllium, the barrier decreases more than 40 kJ·mol(–1) with respect to the non-catalysed reaction. The activation achieved is lower than using diazonium salts (models of protonated N(2)), but still in a range that can be experimentally attainable.
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spelling pubmed-55224512017-07-26 Activation of Dinitrogen as A Dipolarophile in 1,3-Dipolar Cycloadditions: A Theoretical Study Using Nitrile Imines as “Octet” 1,3-Dipoles Montero-Campillo, M. Merced Alkorta, Ibon Elguero, José Sci Rep Article Theoretical calculations at the G4MP2 level of theory demonstrate that it is possible to activate dinitrogen to make it react in dipolar cycloadditions using neutral beryllium derivatives and other neutral metallic compounds. For the particular case of beryllium, the barrier decreases more than 40 kJ·mol(–1) with respect to the non-catalysed reaction. The activation achieved is lower than using diazonium salts (models of protonated N(2)), but still in a range that can be experimentally attainable. Nature Publishing Group UK 2017-07-21 /pmc/articles/PMC5522451/ /pubmed/28733626 http://dx.doi.org/10.1038/s41598-017-05708-z Text en © The Author(s) 2017 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as 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. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Montero-Campillo, M. Merced
Alkorta, Ibon
Elguero, José
Activation of Dinitrogen as A Dipolarophile in 1,3-Dipolar Cycloadditions: A Theoretical Study Using Nitrile Imines as “Octet” 1,3-Dipoles
title Activation of Dinitrogen as A Dipolarophile in 1,3-Dipolar Cycloadditions: A Theoretical Study Using Nitrile Imines as “Octet” 1,3-Dipoles
title_full Activation of Dinitrogen as A Dipolarophile in 1,3-Dipolar Cycloadditions: A Theoretical Study Using Nitrile Imines as “Octet” 1,3-Dipoles
title_fullStr Activation of Dinitrogen as A Dipolarophile in 1,3-Dipolar Cycloadditions: A Theoretical Study Using Nitrile Imines as “Octet” 1,3-Dipoles
title_full_unstemmed Activation of Dinitrogen as A Dipolarophile in 1,3-Dipolar Cycloadditions: A Theoretical Study Using Nitrile Imines as “Octet” 1,3-Dipoles
title_short Activation of Dinitrogen as A Dipolarophile in 1,3-Dipolar Cycloadditions: A Theoretical Study Using Nitrile Imines as “Octet” 1,3-Dipoles
title_sort activation of dinitrogen as a dipolarophile in 1,3-dipolar cycloadditions: a theoretical study using nitrile imines as “octet” 1,3-dipoles
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5522451/
https://www.ncbi.nlm.nih.gov/pubmed/28733626
http://dx.doi.org/10.1038/s41598-017-05708-z
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