American Chemical Society, ACS Catalysis, 2(5), p. 1223-1226, 2015
DOI: 10.1021/cs501965w
Full text: Unavailable
Although we can efficiently convert bioderived furans into linear alkanes, the most energy-intensive step in this approach is the hydrodeoxygenation of the intermediate polyketone. To fully understand this process, we have examined the hydrodeoxygenation of a model compound, 3-pentanone, which allows us to follow this process stepwise using Pd/C, H2 (200 psi), and La(OTf)3 in acetic acid to remove the oxygen atom at temperatures between 25 and 200 °C. We have found that ketone reduction to an alcohol is followed by acetoxylation, which provides a more facile route to C-O bond cleavage relative to the parent alcohol.Keywords: hydrodeoxygenation; biomass; ketone reduction; dehydration; mechanism