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Impact of the Carbene Derivative Charge on the Decomposition Rates of Hoveyda–Grubbs-like Metathesis Catalysts
[Image: see text] Hoveyda–Grubbs metathesis catalysts undergo a relatively fast decomposition in the presence of olefins. Using a computational density functional theory approach, we show that positively charged derivatives of N-heterocyclic carbenes have little impact on the degradation/deactivatio...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2020
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7460089/ https://www.ncbi.nlm.nih.gov/pubmed/32639748 http://dx.doi.org/10.1021/acs.jpca.0c03096 |
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author | Jawiczuk, Magdalena Marczyk, Anna Młodzikowska-Pieńko, Katarzyna Trzaskowski, Bartosz |
author_facet | Jawiczuk, Magdalena Marczyk, Anna Młodzikowska-Pieńko, Katarzyna Trzaskowski, Bartosz |
author_sort | Jawiczuk, Magdalena |
collection | PubMed |
description | [Image: see text] Hoveyda–Grubbs metathesis catalysts undergo a relatively fast decomposition in the presence of olefins. Using a computational density functional theory approach, we show that positively charged derivatives of N-heterocyclic carbenes have little impact on the degradation/deactivation rates of such catalysts with respect to neutral carbenes. On the other hand, the hypothetical anionic Hoveyda–Grubbs-like catalysts are predicted to less likely undergo degradation in the presence of the olefin, while being as active as standard, neutral Hoveyda–Grubbs catalysts. |
format | Online Article Text |
id | pubmed-7460089 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-74600892020-09-02 Impact of the Carbene Derivative Charge on the Decomposition Rates of Hoveyda–Grubbs-like Metathesis Catalysts Jawiczuk, Magdalena Marczyk, Anna Młodzikowska-Pieńko, Katarzyna Trzaskowski, Bartosz J Phys Chem A [Image: see text] Hoveyda–Grubbs metathesis catalysts undergo a relatively fast decomposition in the presence of olefins. Using a computational density functional theory approach, we show that positively charged derivatives of N-heterocyclic carbenes have little impact on the degradation/deactivation rates of such catalysts with respect to neutral carbenes. On the other hand, the hypothetical anionic Hoveyda–Grubbs-like catalysts are predicted to less likely undergo degradation in the presence of the olefin, while being as active as standard, neutral Hoveyda–Grubbs catalysts. American Chemical Society 2020-07-08 2020-07-30 /pmc/articles/PMC7460089/ /pubmed/32639748 http://dx.doi.org/10.1021/acs.jpca.0c03096 Text en Copyright © 2020 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited. |
spellingShingle | Jawiczuk, Magdalena Marczyk, Anna Młodzikowska-Pieńko, Katarzyna Trzaskowski, Bartosz Impact of the Carbene Derivative Charge on the Decomposition Rates of Hoveyda–Grubbs-like Metathesis Catalysts |
title | Impact of the Carbene Derivative Charge on the Decomposition
Rates of Hoveyda–Grubbs-like Metathesis Catalysts |
title_full | Impact of the Carbene Derivative Charge on the Decomposition
Rates of Hoveyda–Grubbs-like Metathesis Catalysts |
title_fullStr | Impact of the Carbene Derivative Charge on the Decomposition
Rates of Hoveyda–Grubbs-like Metathesis Catalysts |
title_full_unstemmed | Impact of the Carbene Derivative Charge on the Decomposition
Rates of Hoveyda–Grubbs-like Metathesis Catalysts |
title_short | Impact of the Carbene Derivative Charge on the Decomposition
Rates of Hoveyda–Grubbs-like Metathesis Catalysts |
title_sort | impact of the carbene derivative charge on the decomposition
rates of hoveyda–grubbs-like metathesis catalysts |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7460089/ https://www.ncbi.nlm.nih.gov/pubmed/32639748 http://dx.doi.org/10.1021/acs.jpca.0c03096 |
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