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Issue 2, 2011
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Ruthenium(iv)catalysts for the selective estragole to trans-anetholeisomerization in environmentally friendly media

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Abstract

Several ruthenium(IV) complexes have been tested as potential catalysts for the isomerization of estragole into anethole using water and glycerol as alternative green reaction media. Best results in terms of activity and E-selectivity were obtained with the dimeric species [{RuCl(μ-Cl)(η3:η3-C10H16)}2] (C10H16 = 2,7-dimethylocta-2,6-diene-1,8-diyl) and the mononuclear derivative [RuCl2(η3:η3-C10H16){P(OMe)3}]. In particular, using a ruthenium loading of 1 mol%, almost quantitative and stereoselective formation of trans-anethole (trans/cis ratios = 99 : 1) could be reached at 80 °C in short times (5–30 min) employing waterMeOH (EtOH) or glycerolMeOH (EtOH) mixtures (1 : 1 v/v) as solvent. Recyclability issues have also been addressed.

Graphical abstract: Ruthenium(iv) catalysts for the selective estragole to trans-anethole isomerization in environmentally friendly media

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Publication details

The article was received on 09 Aug 2010, accepted on 23 Nov 2010 and first published on 20 Dec 2010


Article type: Paper
DOI: 10.1039/C0GC00417K
Green Chem., 2011,13, 307-313

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    Ruthenium(IV) catalysts for the selective estragole to trans-anethole isomerization in environmentally friendly media

    B. Lastra-Barreira, J. Francos, P. Crochet and V. Cadierno, Green Chem., 2011, 13, 307
    DOI: 10.1039/C0GC00417K

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