Abdullayev, Yusif; Ahmadov, Orkhan; Valadova, Gunay; Karimli, Ayan; Autschbach, Jochen published the artcile< Unveiling the catalytic effects of Bronsted acidic ionic liquid on quantitative α-glucose conversion to 5-HMF: Experimental and computational studies>, Synthetic Route of 492-62-6, the main research area is glucose Bronsted acidic ionic liquid dehydration mechanism.
Effective biomass conversion to 5-HMF(5-hydroxymethylfurfural) is still a challenge and needs to be improved because of the 5-HMF importance as building blocks for valuable monomers and fuel precursors. We suggest for the first time utilization of low-cost metal-free Bronsted acidic Ionic liquid (IL) N,N-Diethyl-1,4-phenylenediamine hydrogen sulfate, [DPhDA]HSO4 as a catalyst for the α-glucose dehydration to 5-HMF. Quant. α-glucose conversion is achieved via optimizing the reaction condition: 91.4% 5-HMF yield with 30 mol% [DPhDA]HSO4 in the presence of DMSO as a solvent at 160°C in 30 min (TOF 6.1 h-1). 3-fold increase in reaction time leads to higher (94%) 5-HMF yield at 160°C with lower TOF 1.6 h-1. The IL surprising catalytic performance is scrutinized with its amphiprotic nature (availability of basic and acidic spots in its structure (Fig. 1)). Further computational mechanistic studies revealed the function of the catalytic sites in the α-glucose dehydration. We calculated five-membered ring formation and water extrusion in one concerted transition state (TS2A, ΔG‡ = 38.8 kcal/mol) following the α-glucose ring-opening (TS1, ΔG‡ = 20.4 kcal/mol). Further four steps (sp3-s, C-H bond cleavages (TS3, TS6) and dehydroxylation (TS4A, TS5)) are quite straightforward to reach the product (5-HMF).
Renewable Energy published new progress about Dehydration reaction. 492-62-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C6H12O6, Synthetic Route of 492-62-6.
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