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Metal-catalyzed σ-bond rearrangement

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The metal ion-catalyzed σ-bond rearrangement is a collection of chemical reactions that occur with highly strained organic compounds are treated with metal ions like Ag+, Rh(I), or Pd(II) based reagents.[1] [2+2] ring openings are sometimes observed:

Some metal-catalyzed rearrangements of cubane.

At least some of these rearrangements proceed via oxidative addition of C-C. Such processes are related to the activation of cyclopropanes by transition metals.[2]

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