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Issue 2, 2004
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Pd-catalyzed completely selective hydrogenation of conjugated and isolated C[double bond, length as m-dash]C of citral (3,7-dimethyl-2, 6-octadienal) in supercritical carbon dioxide

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Abstract

Mesoporous Pd-MCM-48 as well as Pd/SiO2, Pd/Al2O3 catalysts containing 1% of Pd were successfully used in the selective hydrogenation of citral in scCO2. The reported results show that it is possible to hydrogenate the conjugated and isolated C[double bond, length as m-dash]C double bond forming a fully saturated aldehyde, dihydrocitronellal (3,7-dimethyloctanal) under mild conditions. The ascendancy of the scCO2 medium is established in comparison with the conventional organic solvent and solventless conditions. Changes in different reaction parameters such as H2 pressure, temperature and nature of the support do not affect the selectivity. Moreover, the catalyst can be recycled several times without any further treatment. Easy separation of the liquid product from the catalyst and the use of environmentally benign solvent make this procedure a viable and an attractive ideal green chemical process for large-scale application. Experimental findings are supported by the theoretical calculations to propose a plausible explanation for the reduction of the conjugated and isolated C[double bond, length as m-dash]C double bonds in scCO2.

Graphical abstract: Pd-catalyzed completely selective hydrogenation of conjugated and isolated C [[double bond, length as m-dash]] C of citral (3,7-dimethyl-2, 6-octadienal) in supercritical carbon dioxide

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Article information


Submitted
30 Jul 2003
Accepted
07 Jan 2004
First published
20 Jan 2004

Green Chem., 2004,6, 114-118
Article type
Paper

Pd-catalyzed completely selective hydrogenation of conjugated and isolated C[double bond, length as m-dash]C of citral (3,7-dimethyl-2, 6-octadienal) in supercritical carbon dioxide

M. Chatterjee, A. Chatterjee and Y. Ikushima, Green Chem., 2004, 6, 114
DOI: 10.1039/B309018C

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