Journal Article FZJ-2017-06687

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Promoting Lignin Depolymerization and Restraining the Condensation via an Oxidation-Hydrogenation Strategy

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2017
ACS Washington, DC

ACS catalysis 7(5), 3419 - 3429 () [10.1021/acscatal.7b00148]

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Abstract: For lignin valorization, simultaneously achieving the efficient cleavage of ether bonds and restraining the condensation of the formed fragments represents a challenge thus far. Herein, we report a two-step oxidation–hydrogenation strategy to achieve this goal. In the oxidation step, the O2/NaNO2/DDQ/NHPI system selectively oxidizes CαH–OH to Cα═O within the β-O-4 structure. In the subsequent hydrogenation step, the α-O-4 and the preoxidized β-O-4 structures are further hydrogenated over a NiMo sulfide catalyst, leading to the cleavage of Cβ–OPh and Cα–OPh bonds. Besides the transformation of lignin model compounds, the yield of phenolic monomers from birch wood is up to 32% by using this two-step strategy. The preoxidation of CαH–OH to Cα═O not only weakens the Cβ–OPh ether bond but also avoids the condensation reactions caused by the presence of Cα+ from dehydroxylation of CαH–OH. Furthermore, the NiMo sulfide prefers to catalyze the hydrogenative cleavage of the Cβ–OPh bond connecting with a Cα═O rather than catalyze the hydrogenation of Cα═O back to the original CαH–OH, which further ensures and utilizes the advantages of preoxidation.

Classification:

Contributing Institute(s):
  1. Physik Nanoskaliger Systeme (ER-C-1)
Research Program(s):
  1. 143 - Controlling Configuration-Based Phenomena (POF3-143) (POF3-143)

Appears in the scientific report 2017
Database coverage:
Medline ; Current Contents - Physical, Chemical and Earth Sciences ; IF >= 5 ; JCR ; NCBI Molecular Biology Database ; SCOPUS ; Science Citation Index Expanded ; Thomson Reuters Master Journal List ; Web of Science Core Collection
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