Studies on the Vanadium-Catalyzed Nonoxidative Depolymerization of Miscanthus giganteus-Derived Lignin

Chan, Julian M. W.; Bauer, Štefan; Sorek, Hagit; Sreekumar, Sanil; Wang, Kun; Toste, F. Dean

doi:10.1021/cs400333q

Cited by 153 publications

(109 citation statements)

References 71 publications

(32 reference statements)

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“…In this case, the complete transformation of V3 into light purple reduced V16 was observed (Scheme 14), even if the reaction required longer E. Amadio et al / Coordination Chemistry Reviews xxx (2015) xxx-xxx Scheme 10. Vanadium complexes V1-11 used in aerobic oxidative carbon-carbon cleavage of diols [66,67,[86][87][88][89].…”

Section: Methodsmentioning

confidence: 99%

“…Very interesting and promising results have recently been reported by both the groups of Hanson and co-workers [67,[86][87][88][89][90].…”

Section: 2-hydroxy Ethersmentioning

confidence: 99%

“…xH 2 O, VO(acac) 2 and complexes V5-7 yielded ketone 25a as the major product, in addition to a small amount of C ␤ O bond cleavage products 25b and 27 (Scheme 21, Table 5, entries 1-6) [86,89].…”

Section: Data Reported Inmentioning

confidence: 99%

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Vanadium catalyzed aerobic carbon–carbon cleavage

Amadio

Lorenzo

Zonta

et al. 2015

Coordination Chemistry Reviews

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Section: Methodsmentioning

confidence: 99%

“…Very interesting and promising results have recently been reported by both the groups of Hanson and co-workers [67,[86][87][88][89][90].…”

Section: 2-hydroxy Ethersmentioning

confidence: 99%

See 1 more Smart Citation

Vanadium catalyzed aerobic carbon–carbon cleavage

Amadio

Lorenzo

Zonta

et al. 2015

Coordination Chemistry Reviews

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“…Subsequent studies by this group demonstrated the partial depolymerization of Organosolv lignin derived from Miscanthus giganteus using vanadium catalysts [21].…”

Section: Fig 2 Degradation Of ␤-O-4 Model Lignin Compounds By Vanadmentioning

confidence: 99%

Degradation of β-O-4 model lignin species by vanadium Schiff-base catalysts: Influence of catalyst structure and reaction conditions on activity and selectivity

et al. 2016

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Please cite this article in press as: H.J. Parker, et al., Degradation of ␤-O-4 model lignin species by vanadium Schiffbase catalysts: Influence of catalyst structure and reaction conditions on activity and selectivity, Catal. Today (2015), http://dx. a b s t r a c tIn the pursuit of value-added products from the degradation of the abundant aromatic biopolymer lignin, homogeneous catalysis has the potential to provide a mild, selective route to monomeric phenols. Homogeneous vanadium catalysts have previously been shown to effectively cleave dimeric ␤-O-4 model lignin compounds, with selectivity for C C or C O cleavage, or benzylic oxidation, depending on the ligand structure and oxidation state of the metal. In this study, a systematic kinetic investigation was undertaken in order to gain further understanding of the role of ligand structure and reaction conditions on the activity of vanadium Schiff-base catalysts towards a non-phenolic ␤-O-4 model lignin dimer, and the selectivity of these species towards C O bond cleavage. Catalytic activity was found to be increased by the addition of bulky, alkyl substituents at the 3 -position of the phenolate ring, whereas electronwithdrawing substituents were found to dramatically reduce activity irrespective of their size. Selective depolymerization of a phenolic ␤-O-4 dimer was also achieved.

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“…Homogeneous Ni species have also shown promise for hydrogenolytic cleavage of aromatic ethers in model compounds (Kelley et al, 2012;Sergeev and Hartwig, 2011). Vanadium catalysts were also shown to promote CAO bond cleavage in organosolv lignins under mild conditions (Chan et al, 2013).…”

Section: Introductionmentioning

confidence: 99%