Literature DB >> 20714614

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

Claudine Rangheard1, César de Julián Fernández, Pim-Huat Phua, Johan Hoorn, Laurent Lefort, Johannes G de Vries.   

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. FeCl(3) 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.

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Year:  2010        PMID: 20714614     DOI: 10.1039/c0dt00177e

Source DB:  PubMed          Journal:  Dalton Trans        ISSN: 1477-9226            Impact factor:   4.390


  4 in total

1.  Iron-catalyzed cross-coupling of unactivated secondary alkyl thio ethers and sulfones with aryl Grignard reagents.

Authors:  Scott E Denmark; Alexander J Cresswell
Journal:  J Org Chem       Date:  2013-11-20       Impact factor: 4.354

2.  Alkene Hydrogenations by Soluble Iron Nanocluster Catalysts.

Authors:  Tim N Gieshoff; Uttam Chakraborty; Matteo Villa; Axel Jacobi von Wangelin
Journal:  Angew Chem Int Ed Engl       Date:  2017-02-24       Impact factor: 15.336

3.  Iron-catalysed allylation-hydrogenation sequences as masked alkyl-alkyl cross-couplings.

Authors:  Josef Bernauer; Guojiao Wu; Axel Jacobi von Wangelin
Journal:  RSC Adv       Date:  2019-10-02       Impact factor: 4.036

4.  Iron-catalysed, general and operationally simple formal hydrogenation using Fe(OTf)3 and NaBH4.

Authors:  Alistair J MacNair; Ming-Ming Tran; Jennifer E Nelson; G Usherwood Sloan; Alan Ironmonger; Stephen P Thomas
Journal:  Org Biomol Chem       Date:  2014-07-28       Impact factor: 3.876

  4 in total

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