Abstract

The incorporation of cyclic alkyl amino carbenes (CAACs) with ruthenium-based starting materials has yielded several interesting complexes that structurally differ from the reaction of these same starting materials with N-heterocyclic carbenes (NHCs). By utilizing small substituents on both the N-aryl group and the carbon alpha to the carbene, the ring-closing metathesis (RCM) of diethyl diallyl malonate achieved rates comparable to the best NHC systems. Moreover, this small CAAC performed better for the RCM of trisubstituted olefins. Where CAACs proved to be superior compared to NHCs was the ethenolysis of methyl oleate, where T.O.Ns of 35000 were achieved, which is the highest recorded to date.

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