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Mechanistic studies on hydrodeoxygenation of furfural to 2-Methyl furan via ring C-H bond activations

Panagiotopoulou Paraskevi, Vlachos G. Dionisios, Gilkey Matthew, Bingjun Xu

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URI: http://purl.tuc.gr/dl/dias/EB273EF8-2702-4F41-A787-42D57F663EA7
Year 2014
Type of Item Conference Short Paper
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Bibliographic Citation B. Xu, D.G. Vlachos, P. Panagiotopoulou, M. Gilkey. (2014, Nov.). Mechanistic studies on hydrodeoxygenation of furfural to 2-Methyl furan via ring C-H bond activations. Pressented at 14AIChE Annual Meeting. [Online]. Available:https://aiche.confex.com/aiche/2014/webprogram/Paper364854.html
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Summary

Removal of excess oxygen-containing functional groups in furanic compounds, e.g. furfural and 5-hydroxymethylfurfural to 2-methyl furan and dimethylfuran, is a key step in the upgrade of cellulosic and hemicellulosic biomass-derived molecules. Mildly oxidized Ru/C catalyst shows remarkable activity and selectivity towards the hydrodeoxygenation reactions; however, molecular level understanding on the catalyst surface-mediated chemical transformation is still lacking. We show that both metal-mediated hydrogenation and Lewis acid-mediated MPV reaction are responsible for hydrogenating C=O to C-OH. In addition, isotopic labeling experiments with detailed mass fragmentation analysis demonstate that ring C-H bond activations are necessary for the C-OH bond scission.

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