A Reusable Polymeric Asymmetric Hydrogenation Catalyst Made by Ring-Opening Olefin Metathesis Polymerization

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Alternating ring-opening olefin metathesis polymerization of trans- RuCl 2 (Py) 2 (( R, R )-Norphos) and COE using trans -RuCl 2 ( CHPh)(PCy 3 )(NHC) (NHC = 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene) as catalyst, followed by cross-linking of the ends of the living polymer with dicyclopentadiene, reaction with (1 R,2 R )-1,2-diphenylethylenediamine to displace the pyridine ligands, and finally deposition on BaSO 4 produced a heterogeneous catalyst that was reused 10 times for hydrogenation of 1‘-acetonaphthone in 85% ee.