Chemoselective oxidant-free dehydrogenation of alcohols in lignin using CpIr catalysts

A remarkably effective method of chemoselective dehydrogenation of alcohols in lignin has been developed with an iridium catalyst. An additional operation of Zn/NH 4 Cl via a two-step one pot process could further promote the cleavage of the C-O bond in β-O-4 units in lignin. And this reaction syste...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2016-01, Vol.18 (7), p.229-236
Hauptverfasser: Zhu, Rui, Wang, Bing, Cui, Minshu, Deng, Jin, Li, Xinglong, Ma, Yingbo, Fu, Yao
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Sprache:eng
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Zusammenfassung:A remarkably effective method of chemoselective dehydrogenation of alcohols in lignin has been developed with an iridium catalyst. An additional operation of Zn/NH 4 Cl via a two-step one pot process could further promote the cleavage of the C-O bond in β-O-4 units in lignin. And this reaction system was also applicable to native lignin as the molecular weight of native lignin decreased obviously as detected by gel permeation chromatography (GPC). Additionally, this is the first to date generation of the by-product H 2 from native lignin and the by-product was straightforwardly captured by 1-decene. A probable mechanistic pathway was also proposed with the help of density functional theory (DFT) calculations. Hydrogen gas was captured from native lignin using the catalyst Cp*Ir and the dehydrogenative lignin could be further degraded with the help of Zn & NH 4 Cl through a two-step one pot process.
ISSN:1463-9262
1463-9270
DOI:10.1039/c5gc02347e