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Issue 22, 2019
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Manganese PNP-pincer catalyzed isomerization of allylic/homo-allylic alcohols to ketones – activity, selectivity, efficiency

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Abstract

We report the first manganese catalyzed isomerization of allylic alcohols to produce the corresponding carbonyl compounds. The ligand plays a decisive role in the efficiency of this reaction. Very high conversions could be obtained using a solvent-free reaction system. A detailed DFT study reveals a self-dehydrogenation/hydrogenation reaction mechanism which was verified by the isolation of the α,β-unsaturated ketone as intermediate and a deuterium labeling experiment. It also provided a rationale for the observed selectivity and the higher efficiency of phenyl over isopropyl substitution.

Graphical abstract: Manganese PNP-pincer catalyzed isomerization of allylic/homo-allylic alcohols to ketones – activity, selectivity, efficiency

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Publication details

The article was received on 27 Jul 2019, accepted on 10 Oct 2019 and first published on 14 Oct 2019


Article type: Paper
DOI: 10.1039/C9CY01502G
Catal. Sci. Technol., 2019,9, 6327-6334

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    Manganese PNP-pincer catalyzed isomerization of allylic/homo-allylic alcohols to ketones – activity, selectivity, efficiency

    T. Xia, B. Spiegelberg, Z. Wei, H. Jiao, S. Tin, S. Hinze and J. G. de Vries, Catal. Sci. Technol., 2019, 9, 6327
    DOI: 10.1039/C9CY01502G

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