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Novel Nickel Nanoparticles Stabilized by Imidazolium-Amidinate Ligands for Selective Hydrogenation of Alkynes

Abstract

The main challenge in the hydrogenation of alkynes into (E)-or (Z)-alkenes is to control the selective formation of the alkene, avoiding the over-reduction to the corresponding alkane. In addition, the preparation of recoverable and reusable catalysts is of high interest. In this work, we report novel nickel nanoparticles (Ni NPs) stabilized by three different imidazolium-amidinate ligands (ICy•(Ar)NCN; L1: Ar = p-tol, L2: Ar = p-anisyl and L3: Ar = p-ClC6H4). The as-prepared Ni NPs were fully characterized by (HR)-TEM, XRD, WASX, XPS and VSM. The nanocatalysts are active in the hydrogenation of various substrates. They present a remarkable selectivity in the hydrogenation of alkynes towards (Z)-alkenes, particularly in the hydrogenation of 3-hexyne into (Z)-3-hexene under mild reaction conditions (room temperature, 3% mol Ni and 1 bar of H2). The catalytic behaviour of Ni NPs was influenced by the electron donor/acceptor groups (-Me, -OMe, -Cl) in the N-aryl substituents of the amidinate moiety of the ligands. Due to the magnetic character of the Ni NPs, recycling experiments were successfully performed after decantation in the presence of an external magnet, which allowed us to recover and reuse the catalysts at least for 3 times preserving both activity and chemoselectivity.

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Publication details

The article was received on 28 Oct 2019, accepted on 03 Dec 2019 and first published on 04 Dec 2019


Article type: Paper
DOI: 10.1039/C9CY02172H
Catal. Sci. Technol., 2019, Accepted Manuscript
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    Novel Nickel Nanoparticles Stabilized by Imidazolium-Amidinate Ligands for Selective Hydrogenation of Alkynes

    A. López-Vinasco, L. M. Martínez-Prieto, J. M. M. Asensio Revert, P. Lecante, B. Chaudret, J. Campora and P. W. N. M. van Leeuwen, Catal. Sci. Technol., 2019, Accepted Manuscript , DOI: 10.1039/C9CY02172H

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