Ruthenium-catalysed codimerisation of myrcene with methyl acrylate: Catalyst screening and mechanistic discussions

Authors:  Arno Behr, Leif Johnen, Nils Rentmeister

Abstract:
The codimerisationof 1,3-dienes and acrylic compounds is a feasible strategy for the synthesis offunctionalised alkenes. In this work, a direct approach to novel C₁₃ esters for the flavour and fragrance industry was performed by codimerisation of myrcene and methyl acrylate. Thus, a further contribution was demonstrated for the use of terpenes as a biobased feedstock for fine chemicals. Different homogeneous ruthenium catalysts showed high activities in the target reaction. Systematic optimisation of the reaction parameters were carried out, resulting in high regioselectivities and yields. A comparison of codimerisation products described in the literature and the observed C₁₃ esters led to mechanistic discussions.

Keywords:
Codimerisation
Homogeneous catalysis
Renewable resources
Ruthenium
Terpenoids

Published in: Applied catalysis A: General  (Volume 453, Pages 1-402, 26 February 2013)

Publisher: Elsevier

ISSN Information: 0926-860X

Ruthenium-catalysed codimerisation of myrcene with methyl acrylate: Catalyst screening and mechanistic discussions

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