Issue 36, 2010
From the journal:

Dalton Transactions

At the frontier between heterogeneous and homogeneous catalysis: hydrogenation of olefins and alkynes with soluble ironnanoparticles†

Claudine Rangheard,a   César de Julián Fernández,b   Pim-Huat Phua,a   Johan Hoorn,c   Laurent Lefort*a  and  Johannes G. de Vries*a  

* Corresponding authors

a DSM Innovative Synthesis B.V., a unit of DSM Pharma Chemicals, P. O. Box 18, MD Geleen, The Netherlands

b Laboratorio di Magnetismo Molecolare, INSTM - Dipartimento di Chimica, Università degli Studi di Firenze, Polo Scientifico - Via della Lastruccia 3, Sesto Fiorentino (FI), Italy

c DSM Advanced Chemical Engineering Solutions, P. O. Box 18, MD Geleen, The Netherlands

Abstract

The use of non-supported Fe nanoparticles in the hydrogenation of unsaturated C–C bonds is a green catalytic concept at the frontier between homogeneous and heterogeneous catalysis. Iron nanoparticles can be obtained by reducing Fe salts with strong reductants in various solvents. FeCl3 reduced by 3 equivalents of EtMgCl forms an active catalyst for the hydrogenation of a range of olefins and alkynes. Olefin hydrogenation is relatively fast at 5 bar using 5 mol% of catalyst. The catalyst is also active for terminal olefins and 1,1′ and 1,2-cis disubstituted olefins while trans-olefins react much slower. 1-Octyne is hydrogenated to mixtures of 1-octene and octane. Kinetic studies led us to propose a mechanism for this latter transformation where octane is obtained by two different pathways. Characterization of the nanoparticles via TEM, magnetic measurements and poisoning experiments were undertaken to understand the true nature of our catalyst.

Graphical abstract: At the frontier between heterogeneous and homogeneous catalysis: hydrogenation of olefins and alkynes with soluble iron nanoparticles

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Article information

DOI
https://doi.org/10.1039/C0DT00177E
Article type
Paper
Submitted
19 Mar 2010
Accepted
30 Jul 2010
First published
13 Aug 2010

Dalton Trans., 2010,39, 8464-8471

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At the frontier between heterogeneous and homogeneous catalysis: hydrogenation of olefins and alkynes with soluble iron nanoparticles

C. Rangheard, C. de Julián Fernández, P. Phua, J. Hoorn, L. Lefort and J. G. de Vries, Dalton Trans., 2010, 39, 8464 DOI: 10.1039/C0DT00177E

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