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Impact of the Carbene Derivative Charge on the Decomposition Rates of Hoveyda-Grubbs-like Metathesis Catalysts.

ABSTRACT: 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.

SUBMITTER: Jawiczuk M

PROVIDER: S-EPMC7460089 | biostudies-literature | 2020 Jul

REPOSITORIES: biostudies-literature

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Impact of the Carbene Derivative Charge on the Decomposition Rates of Hoveyda-Grubbs-like Metathesis Catalysts.

Jawiczuk Magdalena M Marczyk Anna A Młodzikowska-Pieńko Katarzyna K Trzaskowski Bartosz B

The journal of physical chemistry. A 20200717 30

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, whil ...[more]

PMID: 32639748

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