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Unexpected Latency of Z-Stereoretentive Ruthenium Olefin Metathesis Catalysts Bearing Unsymmetrical N-heterocyclic Carbene or Cyclic(alkyl)(amino)carbene Ligands

Title Unexpected Latency of Z-Stereoretentive Ruthenium Olefin Metathesis Catalysts Bearing Unsymmetrical N-heterocyclic Carbene or Cyclic(alkyl)(amino)carbene Ligands
Authors Łukasz Grzesiński, Mariusz Milewski, Maryana Nadirova, Anna Kajetanowicz, Karol Grela
Magazine Organometallics
Date 11/02/2022
DOI 10.1021/acs.organomet.2c00428
Introduction A series of ruthenium complexes with CAAC or uNHC ligands and a dithiocatechol fragment were synthesised and analysed spectroscopically. Their activity and Z-selectivity were evaluated in various olefin metathesis reactions. Notably, unlike NHC-bearing catalysts Ru4a and Ru4b, the CAAC and uNHC counterparts exhibited minimal activity. Despite this, Ru8 facilitated the formation of a 16-membered macrocyclic lactone with a musk scent and excellent chemoselectivity, without C–C double-bond migration, even at concentrations 40 times typical for such macrocyclisations. However, the conversion rates remained low.
Quote Łukasz Grzesiński, Mariusz Milewski and Maryana A. Nadirova et al. Unexpected Latency of <i>Z</i>-Stereoretentive Ruthenium Olefin Metathesis Catalysts Bearing Unsymmetrical N-heterocyclic Carbene or Cyclic(alkyl)(amino)carbene Ligands. Organometallics. 2022. DOI: 10.1021/acs.organomet.2c00428
Element Ruthenium (Ru)
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