Issue 24, 2019

“Water soluble” palladium nanoparticle engineering for C–C coupling, reduction and cyclization catalysis

Abstract

The use of Pd nanoparticles (Pd-NPs) to realize several important organic reactions allows efficient catalysis with low metal loading (<1000 ppm), hence providing a greener catalytic system. However, to be truly green Pd-NPs need to be synthesized in a sustainable manner and be able to react in aqueous media in order to avoid the use of organic solvents. Here we describe an original and eco-friendly synthesis of Pd-NPs (using benign reactants and simple conditions) perfectly stable in water. Remarkably, this synthesis allows for control over their size and morphology by simply tuning the pH of the stabilizer. We then evaluate the catalytic efficiency of these Pd-NPs on six different model reactions (Suzuki Miyaura, Sonogashira, Heck, nitrophenol reduction and pentynoic cycloisomerization) in aqueous media. We show that the stabilizer structure influences the activity owing to its ability to promote the mass transfer of the organic substrates towards the NP surface in the aqueous environment. Finally, catalytic evaluations show that our nano-catalysts prepared in an eco-friendly manner are among the best catalysts described so far in the literature in each case, with high turnover frequencies reached with a low loading of palladium.

Graphical abstract: “Water soluble” palladium nanoparticle engineering for C–C coupling, reduction and cyclization catalysis

Supplementary files

Article information

Article type
Paper
Submitted
23 جوٗلایی 2019
Accepted
29 اکتوٗبر 2019
First published
30 اکتوٗبر 2019

Green Chem., 2019,21, 6646-6657

“Water soluble” palladium nanoparticle engineering for C–C coupling, reduction and cyclization catalysis

A. Iben Ayad, C. Belda Marín, E. Colaco, C. Lefevre, C. Méthivier, A. Ould Driss, J. Landoulsi and E. Guénin, Green Chem., 2019, 21, 6646 DOI: 10.1039/C9GC02546D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements