Manganese-catalyzed homogeneous hydrogenation of ketones and conjugate reduction of α,β-unsaturated carboxylic acid derivatives: A chemoselective, robust, and phosphine-free in situ-protocol

[Display omitted] •First Mn-catalyzed conjugate hydrogenation of cinnamate derivatives.•User-friendly and operationally simple in situ-system.•Glove-box-free, benchtop-compatible, and scalable catalytic protocol.•Broad functional group tolerance.•Cost-efficient and insensitive ligand. We communicate...

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Veröffentlicht in:Applied catalysis. A, General General, 2021-08, Vol.623, p.118280, Article 118280
Hauptverfasser: Vielhaber, Thomas, Topf, Christoph
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Sprache:eng
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Zusammenfassung:[Display omitted] •First Mn-catalyzed conjugate hydrogenation of cinnamate derivatives.•User-friendly and operationally simple in situ-system.•Glove-box-free, benchtop-compatible, and scalable catalytic protocol.•Broad functional group tolerance.•Cost-efficient and insensitive ligand. We communicate a user-friendly and glove-box-free catalytic protocol for the manganese-catalyzed hydrogenation of ketones and conjugated CCbonds of esters and nitriles. The respective catalyst is readily assembled in situ from the privileged [Mn(CO)5Br] precursor and cheap 2-picolylamine. The catalytic transformations were performed in the presence of t-BuOK whereby the corresponding hydrogenation products were obtained in good to excellent yields. The described system offers a brisk and atom-efficient access to both secondary alcohols and saturated esters avoiding the use of oxygen-sensitive and expensive phosphine-based ligands.
ISSN:0926-860X
1873-3875
DOI:10.1016/j.apcata.2021.118280