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Carbon–carbon bond activation by Mg, Al, and Zn complexes

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) oxid...

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Autores principales: Parr, Joseph M., Crimmin, Mark R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10583701/
https://www.ncbi.nlm.nih.gov/pubmed/37860653
http://dx.doi.org/10.1039/d3sc03336h
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author Parr, Joseph M.
Crimmin, Mark R.
author_facet Parr, Joseph M.
Crimmin, Mark R.
author_sort Parr, Joseph M.
collection PubMed
description 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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spelling pubmed-105837012023-10-19 Carbon–carbon bond activation by Mg, Al, and Zn complexes Parr, Joseph M. Crimmin, Mark R. Chem Sci Chemistry 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. The Royal Society of Chemistry 2023-09-14 /pmc/articles/PMC10583701/ /pubmed/37860653 http://dx.doi.org/10.1039/d3sc03336h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Parr, Joseph M.
Crimmin, Mark R.
Carbon–carbon bond activation by Mg, Al, and Zn complexes
title Carbon–carbon bond activation by Mg, Al, and Zn complexes
title_full Carbon–carbon bond activation by Mg, Al, and Zn complexes
title_fullStr Carbon–carbon bond activation by Mg, Al, and Zn complexes
title_full_unstemmed Carbon–carbon bond activation by Mg, Al, and Zn complexes
title_short Carbon–carbon bond activation by Mg, Al, and Zn complexes
title_sort carbon–carbon bond activation by mg, al, and zn complexes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10583701/
https://www.ncbi.nlm.nih.gov/pubmed/37860653
http://dx.doi.org/10.1039/d3sc03336h
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