2017
DOI: 10.1039/c7ra03830e
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Regioselective Baeyer–Villiger oxidation of lignin model compounds with tin beta zeolite catalyst and hydrogen peroxide

Abstract: One approach to lignin deconstruction involves oxidation of benzylic alcohol groups, followed by Baeyer–Villiger oxidation (BVO) and ester hydrolysis. In this study β-O-4 and β-1 lignin models were oxidized using a heterogeneous BVO system.

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Cited by 36 publications
(17 citation statements)
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“…In the phenolic β‐O‐4 models, the oxidation of a phenolic group to form a quinone results in C ary C α bond cleavage at the cost of losing aromaticity . One promising route for C ary C α cleavage is the Baeyer–Villiger oxidation of the β‐O‐4 ketone (Figure ) . In the presence of a peroxide product, the β‐O‐4 ketone could undergo a BV oxidation to form a C ary OC α bond, which is further hydrolyzed to a C ary OH group.…”
Section: The Challengesmentioning
confidence: 99%
“…In the phenolic β‐O‐4 models, the oxidation of a phenolic group to form a quinone results in C ary C α bond cleavage at the cost of losing aromaticity . One promising route for C ary C α cleavage is the Baeyer–Villiger oxidation of the β‐O‐4 ketone (Figure ) . In the presence of a peroxide product, the β‐O‐4 ketone could undergo a BV oxidation to form a C ary OC α bond, which is further hydrolyzed to a C ary OH group.…”
Section: The Challengesmentioning
confidence: 99%
“…[29] No signal caused by octahedral Sn was detected at 486.0 and 494.4 eV,w hich shows that no extra-framework Sn was present in these catalysts. [31] The Sn-containing samples were further characterized by 119 Sn magic-angle spinning (MAS) NMR spectroscopy (Figure S4 a, bi nt he Supporting Information). [30] The main signal wasl ocated between 218 and 235 nm, arising from the ligand-to-metal charget ransfer from the surrounding Oa toms to the unoccupied orbitals of isolated Sn IV .…”
Section: Physicochemical Characterizationo Fthe Catalystsmentioning
confidence: 99%
“…[30] The main signal wasl ocated between 218 and 235 nm, arising from the ligand-to-metal charget ransfer from the surrounding Oa toms to the unoccupied orbitals of isolated Sn IV . [31] The Sn-containing samples were further characterized by 119 Sn magic-angle spinning (MAS) NMR spectroscopy ( contained the highest Sn load, displayed ap eak centered at À616 ppm, which corresponds to the hydrated form of Sn in a tetrahedral coordination in the framework lattice. [32] Owing to their smaller loadingsa nd the low abundanceo f 119 Sn, for the partially dealuminated,S n-modified samples Carr-Purcell-Meiboom-Gill (CPMG) MAS NMR analysis were applied.…”
Section: Physicochemical Characterizationo Fthe Catalystsmentioning
confidence: 99%
“…Unlike compounds 1-3, which are relatively small, lignin dimer model compounds 4-6 (ca. 1.5 nm) [44] approach the pore diameter of Ni-Cr-LDH (Table 1). Moreover, other catalysts with larger pore diameters showed increased conversion of compounds 4-5.…”
Section: Oxidation Of Lignin Model Dimer Compounds Over Ldh Catalystsmentioning
confidence: 82%