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

Plessers, Eva; Fu, Guangxia; Tan, Collin Yong Xiang; De Vos, Dirk E.; Roeffaers, Maarten B. J.

doi:10.3390/catal6070104

Open AccessFeature PaperArticle

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

by

Eva Plessers

,

Guangxia Fu

,

Collin Yong Xiang Tan

,

Dirk E. De Vos

and

Maarten B. J. Roeffaers

^*

Centre for Surface Chemistry and Catalysis, KU Leuven, Celestijnenlaan 200F, 3001 Heverlee, Belgium

^*

Author to whom correspondence should be addressed.

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

Submission 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.

Keywords: chemoselective catalytic reduction; Meerwein–Ponndorf–Verley; metal-organic framework; heterogeneous Lewis acid; unsaturated aldehyde and ketone; MOF-808

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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. https://doi.org/10.3390/catal6070104

AMA Style

Plessers E, Fu G, Tan CYX, De Vos DE, Roeffaers MBJ. Zr-Based MOF-808 as Meerwein–Ponndorf–Verley Reduction Catalyst for Challenging Carbonyl Compounds. Catalysts. 2016; 6(7):104. https://doi.org/10.3390/catal6070104

Chicago/Turabian Style

Plessers, Eva, Guangxia Fu, Collin Yong Xiang Tan, Dirk E. De Vos, and Maarten B. J. Roeffaers. 2016. "Zr-Based MOF-808 as Meerwein–Ponndorf–Verley Reduction Catalyst for Challenging Carbonyl Compounds" Catalysts 6, no. 7: 104. https://doi.org/10.3390/catal6070104

APA Style

Plessers, E., Fu, G., Tan, C. Y. X., De Vos, D. E., & Roeffaers, M. B. J. (2016). Zr-Based MOF-808 as Meerwein–Ponndorf–Verley Reduction Catalyst for Challenging Carbonyl Compounds. Catalysts, 6(7), 104. https://doi.org/10.3390/catal6070104

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

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