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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...

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Autores principales: Jawiczuk, Magdalena, Marczyk, Anna, Młodzikowska-Pieńko, Katarzyna, Trzaskowski, Bartosz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
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.
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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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