Staff Publications

Staff Publications

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    'Staff publications' is the digital repository of Wageningen University & Research

    'Staff publications' contains references to publications authored by Wageningen University staff from 1976 onward.

    Publications authored by the staff of the Research Institutes are available from 1995 onwards.

    Full text documents are added when available. The database is updated daily and currently holds about 240,000 items, of which 72,000 in open access.

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Record number 489600
Title Selective terminal C–C scission of C5-carbohydrates
Author(s) Klis, F. van der; Gootjes, L.; Haveren, J. van; Es, D.S. van; Bitter, J.H.
Source Green Chemistry 17 (2015). - ISSN 1463-9262 - p. 3900 - 3909.
DOI https://doi.org/10.1039/C5GC01012H
Department(s) Biobased Chemistry and Technology
BBP Sustainable Chemistry & Technology
Biobased Products
Biomass Refinery and Process Dynamics
VLAG
Publication type Refereed Article in a scientific journal
Publication year 2015
Keyword(s) oxorhenium-catalyzed deoxydehydration - model compounds - hydrogenolysis - hydrogenation - biomass - carbon - ruthenium - sugars - ru - decarbonylation
Abstract The selective catalytic production of C4-tetritols (erythritol and threitol) from C5-sugars is an attractive route for the conversion of non-digestible sugars to C4-building blocks from agro residues. Here we show that an unprecedented high selectivity of 20–25% C4-tertritols can be achieved under mild conditions (138 °C, 6 bar H2, and 24 h) in the aqueous conversion of xylose over a 5 wt% Ru/C catalyst. A mechanistic study revealed that the dominant reaction mechanism for C5-sugar conversion involves a formal decarbonylation step leading to the initial formation of the desired C4-tetritols. Subsequently the formed C4-tetritols undergo further terminal C–C scissions to glycerol and ethylene glycol. Remarkably, potentially competing reactions like internal C–C chain scission (fragmentation) or hydrodeoxygenation (HDO) do not occur to any significant extent under the applied conditions.
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