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- W3105989655 abstract "Abstract A large‐scale synthesis of known Ru olefin metathesis catalyst VII featuring an unsymmetrical N‐heterocyclic carbene (NHC) ligand with one 2,5‐diisopropylphenyl (DIPP) and one thiophenylmethylene N ‐substituent is reported. The optimised procedure does not require column chromatography in any step and allows for preparation of up to 0.5 kg batches of the catalyst from simple precursors. The application profile of the obtained catalyst was studied in environmentally friendly dimethyl carbonate (DMC). Although VII exhibited low efficiency in cross‐metathesis (CM) with electron‐deficient partners, good to excellent results were noted for substrates featuring easy to isomerise C−C double bonds. This includes polyfunctional substrates of medicinal chemistry interest, such as analogues of psychoactive 5F‐PB‐22 and NM‐2201 and two PDE5 inhibitors—Sildenafil and Vardenafil. Finally, a larger scale ring‐closing metathesis (RCM) of a Vardenafil derivative was conducted in DMC, allowing for straightforward isolation of the expected product (23 g) in high yield and with low Ru contamination level (7.7 ppm)." @default.
- W3105989655 created "2020-11-23" @default.
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- W3105989655 date "2020-11-18" @default.
- W3105989655 modified "2023-10-16" @default.
- W3105989655 title "Large‐Scale Synthesis of a Niche Olefin Metathesis Catalyst Bearing an Unsymmetrical N‐Heterocyclic Carbene (NHC) Ligand and its Application in a Green Pharmaceutical Context" @default.
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- W3105989655 doi "https://doi.org/10.1002/chem.202003830" @default.
- W3105989655 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/33210346" @default.
- W3105989655 hasPublicationYear "2020" @default.
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