4.6 Review

Ethenolysis: A Green Catalytic Tool to Cleave Carbon-Carbon Double Bonds

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 35, Pages 12226-12244

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201601052

Keywords

alkenes; cleavage reactions; homogeneous catalysis; metathesis; ring opening

Funding

  1. European Union [241718]

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Remarkable innovations have been made in the field of olefin metathesis due to the design and preparation of new catalysts. Ethenolysis, which is cross-metathesis with ethylene, represents one catalytic transformation that has been used with the purpose of cleaving internal carbon-carbon double bonds. The objectives were either the ring opening of cyclic olefins to produce dienes or the shortening of unsaturated hydrocarbon chains to degrade polymers or generate valuable shorter terminal olefins in a controlled manner. This Review summarizes several aspects of this reaction: the catalysts, their degradation in the presence of ethylene, some parameters driving their productivity, the side reactions, and the applications of ethenolysis in organic synthesis and in potential industrial applications.

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