Current Green Chemistry

György Keglevich
Budapest University of Technology and Economics
Budapest
Hungary

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A Catalytic System for the Estragole to Anethole Isomerization Based on [{RuCl(µ-Cl)(η6-p-cymene)}2]

Author(s): Lucia Menendez-Rodriguez, Pascale Crochet and Victorio Cadierno

Affiliation: Departamento de Quimica Organica e Inorganica, Facultad de Quimica, Universidad de Oviedo, Julian Clavería 8, E-33006 Oviedo, Spain.

Keywords: Allyl-benzenes, anethole, estragole, homogeneous catalysis, isomerization, olefin migration, ruthenium.

Abstract:

An efficient, inexpensive and selective catalytic system for the industrially relevant isomerization of estragole to trans-anethole has been developed using the arene-ruthenium(II) dimer [{RuCl(µ-Cl)(η6-p-cymene)}2] in combination with P(OMe)3. As an example, using 100 mg of this complex and 38 µL of P(OMe)3 (1 equiv. per Ru), 10 mL of estragole could be quantitatively converted into anethole (98% trans-selectivity) after heating the mixture at 80ºC for 24 h. In addition, after separation of the anethole product by distillation, the catalytic system could be reused without loss of efficiency and selectivity.

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Article Details

VOLUME: 1
ISSUE: 2
Page: [128 - 135]
Pages: 8
DOI: 10.2174/22133461114016660005