Microwave‐heated γ‐Alumina Applied to the Reduction of Aldehydes to Alcohols

The development of cheap and robust heterogeneous catalysts for the Meerwein‐Ponndorf‐Verley (MPV) reduction is desirable due to the difficulties in product isolation and catalyst recovery associated with the traditional use of homogeneous catalysts for MPV. Herein, we show that microwave heated γ‐A...

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Veröffentlicht in:ChemCatChem 2020-12, Vol.12 (24), p.6344-6355
Hauptverfasser: Dhokale, Bhausaheb, Susarrey‐Arce, Arturo, Pekkari, Anna, Runemark, August, Moth‐Poulsen, Kasper, Langhammer, Christoph, Härelind, Hanna, Busch, Michael, Vandichel, Matthias, Sundén, Henrik
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Sprache:eng
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Zusammenfassung:The development of cheap and robust heterogeneous catalysts for the Meerwein‐Ponndorf‐Verley (MPV) reduction is desirable due to the difficulties in product isolation and catalyst recovery associated with the traditional use of homogeneous catalysts for MPV. Herein, we show that microwave heated γ‐Al2O3 can be used for the reduction of aldehydes to alcohols. The reaction is efficient and has a broad substrates scope (19 entries). The products can be isolated by simple filtration, and the catalyst can be regenerated. With the use of microwave heating, we can direct the heating to the catalyst rather than to the whole reaction medium. Furthermore, DFT was used to study the reaction mechanism, and we can conclude that a dual‐site mechanism is operative where the aldehyde and 2‐propoxide are situated on two adjacent Al sites during the reduction. Additionally, volcano plots were used to rationalize the reactivity of Al2O3 in comparison to other metal oxides. Microwave‐assisted catalysis: Microwave heated γ‐Al2O3 can be used for the reduction of aldehydes to alcohols. The reaction is efficient and has a broad substrates scope (19 entries). The products can be isolated by simple filtration, and the catalyst can be regenerated. With the use of microwave heating, we can direct the heating to the catalyst rather than to the whole reaction medium. The reaction mechanism was studied by DFT calculations.
ISSN:1867-3880
1867-3899
1867-3899
DOI:10.1002/cctc.202001284