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Hoveyda–Grubbs-Type Precatalysts with Unsymmetrical N‑Heterocyclic Carbenes as Effective Catalysts in Olefin Metathesis

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journal contribution
posted on 25.05.2017, 13:42 by Paweł Małecki, Katarzyna Gajda, Osman Ablialimov, Maura Malińska, Roman Gajda, Krzysztof Woźniak, Anna Kajetanowicz, Karol Grela
In our search for more-selective olefin metathesis catalysts, a series of Hoveyda–Grubbs-type second-generation complexes bearing unsymmetrical N-heterocyclic carbene (NHC) ligands were synthesized and tested in model reactions. It was found that the N-benzyl substituent in NHC has a positive influence on the selectivity of the newly obtained catalysts in the self-metathesis reaction of α-olefins. As expected, a typical relationship between activity and selectivity with respect to the N-aryl substituent used was observed. Dipp-containing complexes exhibited higher stability at elevated temperature, while Mes-bearing complexes typically gave better yields than their Dipp analogues.

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