Issue 3, 2013
From the journal:

Catalysis Science & Technology

Molecular ruthenium complexes anchored on magnetic nanoparticles that act as powerful and magnetically recyclable stereospecific epoxidation catalysts†

Lydia Vaquer,a   Paola Riente,a   Xavier Sala,b   Susanna Jansat,‡a   Jordi Benet-Buchholz,a   Antoni Llobet*ab  and  Miquel A. Pericàs*ac  

* Corresponding authors

a Institute of Chemical Research of Catalonia, Av. Països Catalans, 16, 43007 Tarragona, Spain
E-mail: mapericas@iciq.es, allobet@iciq.es
Fax: +34 977 920 222
Tel: +34 977 920 201

b Department de Química, Universitat Autònoma de Barcelona, Cerdanyola del Vallès, Barcelona, Spain

c Department de Química Orgánica, Universitat de Barcelona, c/Martí I Franqués 1-11, Barcelona, Spain

Abstract

Two new Ru-aqua complexes containing a phosphonated trpy ligand with the general formula [Ru(trpy-P)(B)(H2O)]2+ (trpy-P is diethyl [2,2′:6′,2′′-terpyridin]-4′-ylphosphonate (1); B = bpm (5a) is 2,2′-bipyrimidine; (or) B = azpy (cis- and trans-5b) is 2-phenylazopyridine) are reported. These complexes and their synthetic intermediates have been characterized by the usual analytic techniques and by spectroscopic and electrochemical methods. X-ray structures of the cis and trans Ru–Cl complexes that are synthetic intermediates to the corresponding Ru-aqua complexes have also been obtained. The phosphonated complexes 4a and trans-4b have been anchored onto MNPs of Fe3O4 (6.2 ± 2 nm), via covalent bonds to generate 6a and trans-6b, respectively. These new materials have been characterized by UV-vis, IR, TEM and CV. The Ru-aqua complexes were generated in situ by dissolving the Ru–Cl complexes in water. The Ru-aqua complexes 5a and trans-5b are excellent catalysts for the epoxidation of olefins and are stereoselective for cis-alkenes such as cis-β-methylstyrene and cis-stilbene. Remarkably, the analog supported onto MNPs, 7a, displays practically the same behavior as its homogeneous counterpart. Multiple recycling experiments for the epoxidation of cis-β-methylstyrene involving magnetic decantation of the catalyst were carried out with 7a without significant loss of activity.

Graphical abstract: Molecular ruthenium complexes anchored on magnetic nanoparticles that act as powerful and magnetically recyclable stereospecific epoxidation catalysts

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Article information

DOI
https://doi.org/10.1039/C2CY20616A
Article type
Paper
Submitted
03 Sep 2012
Accepted
01 Nov 2012
First published
06 Nov 2012

Catal. Sci. Technol., 2013,3, 706-714

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Molecular ruthenium complexes anchored on magnetic nanoparticles that act as powerful and magnetically recyclable stereospecific epoxidation catalysts

L. Vaquer, P. Riente, X. Sala, S. Jansat, J. Benet-Buchholz, A. Llobet and M. A. Pericàs, Catal. Sci. Technol., 2013, 3, 706 DOI: 10.1039/C2CY20616A

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