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Published on: October 3, 2014
Carbon-carbon bond activation by Mg, Al, and Zn complexes
Joseph M Parr1, Mark R Crimmin1
1Department of Chemistry, Molecular Science Research Hub, Imperial College London 82 Wood Lane, White City London W12 0BZ UK m.crimmin@imperial.ac.uk.
Abstract:
Examples of carbon-carbon bond activation reactions at Mg, Al, and Zn are described in this review. Several distinct mechanisms for C-C bond activation at these metals have been proposed, with the key C-C bond activation step occurring by (i) α-alkyl elimination, (ii) β-alkyl elimination, (iii) oxidative addition, or (iv) an electrocyclic reaction. Many of the known pathways involve an overall 2-electron redox process. Despite this, the direct oxidative addition of C-C bonds to these metals is relatively rare, instead most reactions occur through initial installation of the metal on a hydrocarbon scaffold (e.g. by a cycloaddition reaction or hydrometallation) followed by an α-alkyl or β-alkyl elimination step. Emerging applications of Mg, Al, and Zn complexes as catalysts for the functionalisation of C-C bonds are also discussed.
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