The intriguing modeling of cis–trans selectivity in ruthenium-catalyzed olefin metathesis

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The intriguing modeling of cis–trans selectivity in ruthenium-catalyzed olefin metathesis

In this study we have investigated computationally the origin of the cis-trans selectivity in the Ru-catalyzed cross metathesis (CM) of a prototype monosubstituted olefin, i.e., propene. Our calculations suggest that the origin of the preferential formation of trans-olefins is in the product release step, which prevents the initially formed cis-olefin from escaping the metal, and returns it to ...

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Alkene chemoselectivity in ruthenium-catalyzed Z-selective olefin metathesis.

Chelated ruthenium catalysts have achieved highly chemoselective olefin metathesis reactions. Terminal and internal Z olefins were selectively reacted in the presence of internal E olefins. Products were produced in good yield and high stereoselectivity for formation of a new Z olefin. No products of metathesis with the internal E olefin were observed. Chemoselectivity for terminal olefins was ...

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NHC Backbone Configuration in Ruthenium-Catalyzed Olefin Metathesis.

The catalytic properties of olefin metathesis ruthenium complexes bearing N-heterocyclic carbene ligands with stereogenic centers on the backbone are described. Differences in catalytic behavior depending on the backbone configurations of symmetrical and unsymmetrical NHCs are discussed. In addition, an overview on asymmetric olefin metathesis promoted by chiral catalysts bearing C₂-symmetric a...

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Key processes in ruthenium-catalysed olefin metathesis.

While the fundamental series of [2+2]cycloadditions and retro[2+2]cycloadditions that make up the pathways of ruthenium-catalysed metathesis reactions is well-established, the exploration of mechanistic aspects of alkene metathesis continues. In this Feature Article, modern mechanistic studies of the alkene metathesis reaction, catalysed by well-defined ruthenium complexes, are discussed. Broad...

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ژورنال

عنوان ژورنال: Beilstein Journal of Organic Chemistry

سال: 2011

ISSN: 1860-5397

DOI: 10.3762/bjoc.7.7