Hydrodeoxygenation of C4–C6 sugar alcohols to diols or mono-alcohols with the retention of the carbon chain over a silica-supported tungsten oxide-modified platinum catalyst

Abstract

Hydrodeoxygenation of erythritol, xylitol, and sorbitol was investigated over Pt-WOx/SiO2 (4 wt% Pt, W/Pt = 0.25, molar ratio) catalyst. 1,4-Butanediol can be selectively produced with 51% yield (carbon based) by...

Hydrodeoxygenation of potential platform chemicals derived from biomass to fuels and chemicals

“…29 shows the time course of erythritol hydrogenolysis over Pt-WO x /SiO 2 (4 wt% Pt, W/Pt = 0.25). 234 The selectivities of 1,2,4-and 1,2,3-butanetriols at the initial stage were about 80% and 20%, respectively. The very high selectivity of 1,3-pro- panediol from glycerol (57% yield of 1,3-propanediol) 230 is connected to that of 1,2,4-butanetriol from erythritol.…”

“…226 Meanwhile, the Pt–WO x /SiO 2 catalyst was reported to produce 57% yield of 1-butanol and 18% yield of 2-butanol. 234 It should be noted that Ir–ReO x /SiO 2 catalysts were also effective for producing hexanols (3-hexanol 41% yield, 2-hexanol 18% yield, 1-hexanol 1% yield) from mechanocatalytically depolymerized cellulose in a biphasic reaction system ( n -decane and H 2 O) with the aid of H 2 SO 4 . 223 These high yields of mono-alcohols in the hydrogenolysis of polyols are due to the lower reactivity of mono-alcohols over Ir–ReO x /SiO 2 134 and Pt–WO x /SiO 2 .…”

Bio-based 1,4-butanediol and tetrahydrofuran synthesis: perspective

“…On the other hand, ReO x supported on WO 3 –ZrO 2 with tetragonal ZrO 2 phase prepared by co-precipitation method displayed comparable performance with that supported on WO 3 –ZrO 2 with monoclinic ZrO 2 phase, indicating that the crystalline structure of ZrO 2 has little influence on the catalytic performance. On this basis, Tomishige et al 100 investigated the hydrodeoxygenation of erythritol, xylitol and sorbitol over a Pt–WO x /SiO 2 (4 wt%Pt, W/Pt = 0.25, molar ratio) catalyst. Based on the selectivity over this catalyst toward the regioselective removal of the C–O bond in the –O–C–CH 2 OH structure, 1,4-BDO was produced by the hydrodeoxygenation of erythritol with 51% yield at 140 °C, 8 MPa of H 2 , 60 h. In addition, at high temperature of 180 °C, sugar alcohols can be converted to monoalcohols, such as erythritol to butanols (74%) and sorbitol to hexanols (59%), etc .…”

Selective Biocatalytic Defunctionalization of Raw Materials

“…Reactions for upgrading biobased polyhydroxylated compounds by the selective removal of hydroxy groups are of great interest, for example, in deoxydehydration, [133][134][135][136][137] hydrodeoxygenation, [138,139] didehydroxylation, [140] or dehydrative epoxidation [141] of vicinal diols. While impressive advances have been achieved with various chemocatalysts, both transition metalbased and metal-free, further research and development is clearly needed for improving the selectivity, outcome, and sustainability of these reactions, such as high-performing, stable, and sustainable catalysts, additives, and solvents, in order to design industrially viable biobased processes.…”