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A Stable Olefin Metathesis Catalyst
Nitro-Grela is one of Hoveyda-type metathesis catalysts and is effectively used for trans-selective olefin metathesis reactions. This complex has an isopropoxy group on a phenylvinylidene moiety offering coordination to a ruthenium metal while bearing an electron-withdrawing nitro group. From these two structural relations, the complex shows the compatible properties of stabilization of the Ru-O coordination bond and the nitro group-induced increase of a dissociation ability, which resultantly shows a larger substrate scope while maintaining the activity of typical ruthenium vinylidene complexes.1) By using the catalyst, metathesis reactions with a cyano or sulfonyl group-substituted alkenes,2) and nitro alkenes bearing an active methylene moiety3) can be successfully performed. In addition, it shows high applicabilities to macrocycle constructions in natural compound syntheses.4)
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References
- 1)A highly efficient ruthenium catalyst for metathesis reactions
- 2)In an attempt to provide a user's guide to the galaxy of benzylidene, alkoxybenzylidene, and indenylidene ruthenium olefin metathesis catalysts
- 3)Olefin cross-metathesis with 3-nitropropene
- 4)Total synthesis of mycalolides A and B through olefin metathesis