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Issue 9, 2015
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Convergent reductive depolymerization of wood lignin to isolated phenol derivatives by metal-free catalytic hydrosilylation

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Abstract

The first examples of reductive depolymerization of lignin are reported under metal-free conditions. Using hydrosilanes as reductants and B(C6F5)3 as a Lewis acid catalyst, wood lignin is efficiently converted to a narrow distribution of phenol derivatives at room temperature. A three-step methodology based on the selection of the wood species and the lignin extraction method followed by a convergent reductive depolymerization enables the production of four structurally defined aromatic compounds. The phenol products were successfully isolated in 7–24 wt% yield from lignin and 0.5–2.4 wt% yield from wood. The strategy is found to be robust and is applied to 15 different wood plants, including gymnosperm and angiosperm species. The efficiency of this novel methodology has been evaluated based on spectroscopic characterization of the lignin preparations and isolated yields of mono-aromatic products.

Graphical abstract: Convergent reductive depolymerization of wood lignin to isolated phenol derivatives by metal-free catalytic hydrosilylation

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Publication details

The article was received on 27 Apr 2015, accepted on 17 Jul 2015 and first published on 17 Jul 2015


Article type: Paper
DOI: 10.1039/C5EE01304F
Author version available: Download Author version (PDF)
Citation: Energy Environ. Sci., 2015,8, 2734-2743
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    Convergent reductive depolymerization of wood lignin to isolated phenol derivatives by metal-free catalytic hydrosilylation

    E. Feghali, G. Carrot, P. Thuéry, C. Genre and T. Cantat, Energy Environ. Sci., 2015, 8, 2734
    DOI: 10.1039/C5EE01304F

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