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Catalysts 2016, 6(7), 104; doi:10.3390/catal6070104

Zr-Based MOF-808 as Meerwein–Ponndorf–Verley Reduction Catalyst for Challenging Carbonyl Compounds

Centre for Surface Chemistry and Catalysis, KU Leuven, Celestijnenlaan 200F, 3001 Heverlee, Belgium
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Academic Editor: Minhua Shao
Received: 13 June 2016 / Revised: 6 July 2016 / Accepted: 13 July 2016 / Published: 19 July 2016
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Abstract

In the fine chemical industry, transfer hydrogenation of carbonyl compounds is an important route to selectively form the corresponding allyl alcohol. The Meerwein–Ponndorf–Verley reduction (MPV) is catalyzed by a Lewis acid catalyst and easily oxidizable alcohols serve as hydrogen donor. We successfully used the Zr-based metal-organic framework (MOF) MOF-808-P as MPV-catalyst with isopropyl alcohol as solvent and hydride donor. After only 2 h, 99% yield of cinnamyl alcohol was obtained. The highly active MOF-808-P is also a good catalyst for the selective reduction of more challenging substrates such as R-carvone and β-ionone. Two strategies were successfully used to shift the equilibrium towards the desired allylic alcohol products: (1) evaporation of formed acetone and (2) the use of the more strongly reducing 1-indanol. Carveol yield was increased to >70%. These results highlight the great potential of this recently discovered Zr-MOF as a chemically and thermally stable catalyst. View Full-Text
Keywords: chemoselective catalytic reduction; Meerwein–Ponndorf–Verley; metal-organic framework; heterogeneous Lewis acid; unsaturated aldehyde and ketone; MOF-808 chemoselective catalytic reduction; Meerwein–Ponndorf–Verley; metal-organic framework; heterogeneous Lewis acid; unsaturated aldehyde and ketone; MOF-808
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Plessers, E.; Fu, G.; Tan, C.Y.X.; De Vos, D.E.; Roeffaers, M.B.J. Zr-Based MOF-808 as Meerwein–Ponndorf–Verley Reduction Catalyst for Challenging Carbonyl Compounds. Catalysts 2016, 6, 104.

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