3214-15-1Relevant academic research and scientific papers
Biocatalytic synthesis of non-vicinal aliphatic diols
Ebrecht, Ana C.,Aschenbrenner, Jasmin C.,Smit, Martha S.,Opperman, Diederik J.
supporting information, p. 439 - 445 (2021/01/29)
Biocatalysts are receiving increased attention in the field of selective oxyfunctionalization of C-H bonds, with cytochrome P450 monooxygenases (CYP450s), and the related peroxygenases, leading the field. Here we report on the substrate promiscuity of CYP505A30, previously characterized as a fatty acid hydroxylase. In addition to its regioselective oxyfunctionalization of saturated fatty acids (ω-1-ω-3 hydroxylation), primary fatty alcohols are also accepted with similar regioselectivities. Moreover, alkanes such as n-octane and n-decane are also readily accepted, allowing for the production of non-vicinal diols through sequential oxygenation. This journal is
Solvent effects in hydrodeoxygenation of furfural-acetone aldol condensation products over Pt/TiO2 catalyst
Ramos, Rubén,Ti?ler, Zdeněk,Kikhtyanin, Oleg,Kubi?ka, David
, p. 174 - 183 (2016/12/06)
The solvent effects on hydrodeoxygenation (HDO) of 4-(2-furyl)-3-buten-2-one (F-Ac) over Pt/TiO2 catalyst were investigated at T = 200 °C and P(H2) = 50 bar. The initial reactant is the main product of aldol condensation between furfural and acetone, which constitutes a promising route for the production of bio-based chemicals and fuels. A sequence of experiments was performed using a selection of polar solvents with different chemical natures: protic (methanol, ethanol, 1-propanol, 2-propanol, 1-pentanol) and aprotic (acetone, tetrahydrofuran (THF), n,n-dimethylformamide (DMF)). In case of protic solvents, a good correlation was found between the polarity parameters and conversion. Consequently, the highest hydrogenation rate was observed when 2-propanol was used as a solvent. In contrast, the hydrogenation activity in presence of aprotic solvents was related rather to solvent-catalyst interactions. Thus, the initial hydrogenation rate declined in order Acetone > THF > DMF, i.e. in accordance with the increase in the nucleophilic donor number and solvent desorption energy. Regarding the product distribution, a complex mixture of intermediates was obtained, owing to the successive hydrogenation (aliphatic C[dbnd]C, furanic C[dbnd]C and ketonic C[dbnd]O bonds), ring opening (via C[sbnd]O hydrogenolysis) and deoxygenation reactions. Based on the proposed reaction scheme for the conversion of F-Ac into octane, the influence of the studied solvents over the cascade catalytic conversion is discussed. A significant formation of cyclic saturated compounds such as 2-propyl-tetrahydropyran and 2-methyl-1,6-dioxaspiro[4,4]nonane took place via undesirable side reactions of cyclization and isomerization. The best catalytic performance was found when using acetone and 2-propanol as solvents, achieving significant yields of 4-(2-tetrahydrofuryl)-butan-2-ol (28.5–40.4%) and linear alcohols (6.3–10.4%). The better performance of these solvents may be associated with a lower activation energy barrier for key intermediate products, due to their moderate interaction with the reactant and the catalyst. In case of methanol and DMF, undesired reactions between the reactant and the solvent took place, leading to a lower selectivity towards the targeted hydrodeoxygenated products.
Effective production of octane from biomass derivatives under mild conditions
Xu, Wenjie,Xia, Qineng,Zhang, Yu,Guo, Yong,Wang, Yanqin,Lu, Guanzhong
experimental part, p. 1758 - 1761 (2012/03/27)
Cool cats dont feel pressure: Furfural is catalytically converted into octane in high yields at relatively low pressures and temperatures. In a three-step process, two bifunctional catalysts, Pt/Co2AlO4 and Pt/NbOPO4, play crucial roles in achieving C8-ols from 4-(2-furyl)-3-buten-2-one and transforming the C8-ols into octane, respectively.
