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Chemoselective hydrogenation of α,β-unsaturated aldehydes over Rh nanoclusters confined in a metal–organic framework

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Abstract

Selective hydrogenation of α,β-unsaturated aldehydes to achieve high selectivity towards a desirable product is still a great challenge mainly because of the complex conjugate system. Herein, Rh nanoclusters encapsulated in MIL-101 (Cr), synthesized by the double solvent method, are able to selectively hydrogenate C[double bond, length as m-dash]C of cinnamaldehyde, an α,β-unsaturated aldehyde and achieve over 98% selectivity with a conversion of 98% to a saturated aldehyde under mild conditions. Fourier transform infrared spectroscopy confirms that MIL-101 acts as an aldehyde protector to suppress the reactivity of C[double bond, length as m-dash]O, and the X-ray photoelectron spectroscopy (XPS) data indicate that the electropositive Rh, owing to the electron transfer from Rh to MIL-101, preferentially absorbs C[double bond, length as m-dash]C rather than C[double bond, length as m-dash]O leading to improvement of the selectivity towards saturated aldehydes. In addition, Rh@MIL-101 can also efficiently catalyse hydrodefluorination of aryl fluorides with good stability. This work provides a basic strategy to develop other selective heterogeneous catalysts via structural modulation for synergetic catalysis.

Graphical abstract: Chemoselective hydrogenation of α,β-unsaturated aldehydes over Rh nanoclusters confined in a metal–organic framework

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Article information


Submitted
16 Feb 2020
Accepted
07 May 2020
First published
11 May 2020

J. Mater. Chem. A, 2020, Advance Article
Article type
Paper

Chemoselective hydrogenation of α,β-unsaturated aldehydes over Rh nanoclusters confined in a metal–organic framework

Q. Liu, Y. Li, Y. Fan, C. Su and G. Li, J. Mater. Chem. A, 2020, Advance Article , DOI: 10.1039/D0TA01845G

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