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Highly Active Ruthenium Metathesis Catalysts Exhibiting Unprecedented Activity and Z -Selectivity

2013; American Chemical Society; Volume: 135; Issue: 4 Linguagem: Inglês

10.1021/ja311916m

1943-2984

Lauren E. Rosebrugh, Myles B. Herbert, Vanessa M. Marx, Benjamin K. Keitz, Robert H. Grubbs,

Fuel Cells and Related Materials

A novel chelated ruthenium-based metathesis catalyst bearing an N-2,6-diisopropylphenyl group is reported and displays near-perfect selectivity for the Z-olefin (>95%), as well as unparalleled TONs of up to 7400, in a variety of homodimerization and industrially relevant metathesis reactions. This derivative and other new catalytically active species were synthesized using an improved method employing sodium carboxylates to induce the salt metathesis and C-H activation of these chelated complexes. All of these new ruthenium-based catalysts are highly Z-selective in the homodimerization of terminal olefins.