High‐Performance Isocyanide Scavengers for Use in Low‐Waste Purification of Olefin Metathesis Products

Abstract

Invited for this month's cover is the group of Karol Grela (University of Warsaw) in collaboration with Apeiron Synthesis (based in the Wrocław Technology Park). The researchers created a new, bidentate isocyanide scavenger that is very effective at removing ruthenium residues from the products of olefin metathesis. The Full Paper itself is available at 10.1002/cssc.201500784.

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

“…This process was the slowest for Ru-2 , for which it was possible to obtain a selectivity of about 80% after 2 h of reaction. Based on the advantages exhibited by the new complexes, in a preparative setup, after the self-CM metathesis reaction reaches its maximum, a commercial isocyanide scavenger, SnatchCat, or a similar fast-acting quenching agent, can be used to cease any further Ru-catalyzed metathesis and isomerization events, allowing product 23 to be obtained in high purity. To confirm the practical applicability of these catalysts, the self-metathesis reaction of 35 mmol (5.59 mL) of 1-octene ( 22 ) was carried out in the presence of 500 ppm of Ru-4 .…”

Anchor Peptide-Mediated Surface Immobilization of a Grubbs-Hoveyda-Type Catalyst for Ring-Opening Metathesis Polymerization

“…ref. EMEA/CHMP/SWP/4446/2000)). − As a proof of concept, Grubbs-Hoveyda type catalyst 1 ( GH1 ) anchored to LCI ( GH1 @LCI) was immobilized on two different surfaces (silica and polypropylene) and used to coat the respective materials with a norbornene polymer film via ring-opening metathesis polymerization (ROMP) . Grubbs-Hoveyda type catalysts have been immobilized by chemical means using solid support systems such as polystyrene particles, polyethylene glycol (PEG) resin, or sol–gel glass. − However, chemical deposition of metal catalysts cannot be achieved on all surfaces.…”