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Ruthenium- and Rhodium-Catalyzed Strain-Driven Cleavage and Reconstruction of the C-C Bond

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2016, Issue 7, Pages 1232-1242

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201501291

Keywords

Strained molecules; Cleavage reactions; Homogenous catalysis; Ruthenium; Rhodium

Funding

  1. Ministry of Education, Culture, Sports, Science, and Technology (MEXT), Japan
  2. Japan Science and Technology Agency (JST)
  3. Grants-in-Aid for Scientific Research [15H01403, 15K01819] Funding Source: KAKEN

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The synthesis of new functional organic molecules that cannot be obtained by a simple combination of conventional synthetic methods is a challenging subject in organic, organometallic, and industrial chemistry as well as in atom-efficient and environmental organic synthesis. Among the various possibilities that have been considered, the catalytic cleavage and reconstruction of the C-C bond has opened the door to a new branch of synthetic organic chemistry. This microreview summarizes progress on the ruthenium-and rhodium-catalyzed strain-driven cleavage of the C-C bond, the methods of which were mostly developed by the author. The direct oxidative addition of 2,5-norbornadienes, cyclopropenones, cyclobutenones, and cyclobutenediones, and to catalytically active metal species followed by the construction of the C-C bond has been used for the preparation of new organic molecules.

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