Issue 10, 2014

Deoxydehydration of glycerol to allyl alcohol catalyzed by rhenium derivatives

Abstract

The deoxydehydration (DODH) of glycerol is effectively catalyzed by rhenium derivatives, either in neat glycerol or in the presence of solvents (in particular alcohols), in air or under hydrogen bubbling. Methyltrioxorhenium (MTO) and ReO3 were the only rhenium catalysts tested that can selectively catalyze the DODH reaction at very low temperatures (140 °C). The presence of oxygen is not necessary, although under nitrogen the reaction requires higher temperatures to occur. On the other hand, the presence of hydrogen often noticeably increased the selectivity versus allyl alcohol formation, reaching the considerable value of 90% in the case of reaction conducted in 2,4-dimethyl-3-pentanol with ReO3. The DODH reaction always exhibits a definite induction time that, in the case of MTO, corresponds more or less to the time required for its demethylation. Metal catalysts in both high – likely rhenium(VI) – and low oxidation states are involved. Re-addition of fresh glycerol at the end of the reaction indicates the feasibility of the reuse of the catalysts.

Graphical abstract: Deoxydehydration of glycerol to allyl alcohol catalyzed by rhenium derivatives

Supplementary files

Article information

Article type
Paper
Submitted
14 May 2014
Accepted
20 Jun 2014
First published
20 Jun 2014

Catal. Sci. Technol., 2014,4, 3697-3704

Author version available

Deoxydehydration of glycerol to allyl alcohol catalyzed by rhenium derivatives

V. Canale, L. Tonucci, M. Bressan and N. d'Alessandro, Catal. Sci. Technol., 2014, 4, 3697 DOI: 10.1039/C4CY00631C

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