Oxidation of lignin model compounds

Crestini, C., Pastorini, A., and Tagliatesta, P., Metalloporphyrins immobilized on motmorillonite as biomimetic catalysts in the oxidation of lignin model compounds. Molecular Catalysis A-Chemical 2004, 208 (1-2), 195-202. 

Alves, V, Capanema, E., Chen, C. L., and Gratzl, J., Comparative studies on oxidation of lignin model compounds with hydrogen peroxide using Mn(IV)-Me(3)TACN and Mn(IV)-Me4DTNE as catalyst. J Molecular Catalysis A-Chemical 2003, 206 (1-2), 37-51. 

Sippola, V., Krause, O., and Vuorinen, T., Oxidation of lignin model compounds with cobalt-sulphosalen catalyst in the presence and absence of carbohydrate model compound. Journal Of Wood Chemistry And Technology 2004,24 (4), 323-340. 

Pew JC (1953) Nitrobenzene oxidation of lignin model compounds, spruce wood and spruce native lignin J Am Chem Soc 77 2831-2833... 

Biphenyl coupling occurs to some extent on cupric oxide oxidation of lignin model compounds [55,56]. This indicates that the value derived from permanganate oxidation studies is slightly too high. On the basis C NMR examinations, Drumond et al. [57] arrived at a higher value for the frequency of biphenyl units (24-26%). The accuracy of this estimate can be questioned, since no separate signals from biphenyl units can be discerned in the spectra. 

IV Sen ko, TS Anikeenko, AD Alekseev, and VM Reznikov. Mechanism of hydrogen peroxide oxidation of wood and its components. (7) Oxidation of lignin model compounds with hydrogen peroxide in an alkaline solution. Khim. Drev. 30-34, 1981. 

JF Kadla, H-M Chang, and H Jameel. The reactions of lignins with hydrogen peroxide at high temperature. Part 1. The oxidation of lignin model compounds. Holzforschung 51 428 34, 1997. 

TJ McDonough. Peracetic acid decomposition and oxidation of lignin model compounds in alkaline solutions. PhD thesis. University of Toronto, 1972. 

FIGURE 15.10 Oxidation of lignin model compounds by laccase and ABTS. (From Bourbonnais, R., Paice, M.G., FEES Letters, 267, 99-102, 1990. With permission.)... 

H Xu, YZ Lai, D Slomczynski, JP Nakas, SW Tanenbaum. Mediator-assisted selective oxidation of lignin model compounds by laccase from Botrytis cinerea. Biotechnol. Lett. 19(10) 957-960, 1997. 

Biomimetic Catalytic Oxidation of Lignin Model Compounds... 

Stoichiometric Oxidation of Lignin Model Compounds with Cobalt till) Acetate. In a typical procedure, a solution of DMMP (6.8 mg, 0.018 mmol) and cobalt (III) acetate (84.3%, 10.5 mg, 0.037 mmol) in 18 mL of glacial acetic acid was heated to reflux in 20 min with stirring. One hour later, the color turned from greenish black to pink. The solution was cooled to room temperature and veratrole (10.2 mg, 0.074 mmol) was added as an internal standard for HPLC analysis. A 67% selectivity to DMB at 99% conversion of DMMP was obtained. For reactions where cobalt(III) acetate still remained, an aqueous solution of ferrous sulfate was added dropwise until the color of the solution turned from green to pink then veratrole was added as internal standard. 

Lindgren, B. O. and T. Nilsson. 1974. Oxidation of lignin model compounds with chlorine dioxide and chlorite. Reactions with stilbenes. Acta Chem. Scand. 28 847-852. 

Zakzeski J, Bruijnincx PCA, Weckhuysen BM (2011) In situ spectroscopic investigation of the cobalt-catalyzed oxidation of lignin model compounds in ionic liquids. Green Chem 13 671... 

Tsutsumi Y, Islam A, Anderson D, Sarkanen KV (1990) Acidic permanganate oxidation of lignin model compounds comparison with ozonolysis. Holzforschung 44 59-66... 

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