Issue 9, 2016

Nanopalladium-catalyzed conjugate reduction of Michael acceptors – application in flow

Abstract

A continuous-flow approach towards the selective nanopalladium-catalyzed hydrogenation of the olefinic bond in various Michael acceptors, which could lead to a greener and more sustainable process, has been developed. The nanopalladium is supported on aminofunctionalized mesocellular foam. Both aromatic and aliphatic substrates, covering a variation of functional groups such as acids, aldehydes, esters, ketones, and nitriles were selectively hydrogenated in high to excellent yields using two different flow-devices (H-Cube® and Vapourtec). The catalyst was able to hydrogenate cinnamaldehyde continuously for 24 h (in total hydrogenating 19 g cinnanmaldehyde using 70 mg of catalyst in the H-cube®) without showing any significant decrease in activity or selectivity. Furthermore, the metal leaching of the catalyst was found to be very low (ppb amounts) in the two flow devices.

Graphical abstract: Nanopalladium-catalyzed conjugate reduction of Michael acceptors – application in flow

Supplementary files

Article information

Article type
Communication
Submitted
07 Dec 2015
Accepted
24 Feb 2016
First published
26 Feb 2016

Green Chem., 2016,18, 2632-2637

Author version available

Nanopalladium-catalyzed conjugate reduction of Michael acceptors – application in flow

A. Nagendiran, H. Sörensen, M. J. Johansson, C. Tai and Jan-E. Bäckvall, Green Chem., 2016, 18, 2632 DOI: 10.1039/C5GC02920A

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