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Tandem Catalytic Depolymerization of Lignin by Water‐Tolerant Lewis Acids and Rhodium Complexes

Authors: Robin Jastrzebski; Sandra Constant; Christopher S. Lancefield; Nicholas J. Westwood; Bert M. Weckhuysen; Pieter C. A. Bruijnincx;

Tandem Catalytic Depolymerization of Lignin by Water‐Tolerant Lewis Acids and Rhodium Complexes

Abstract

AbstractLignin is an attractive renewable feedstock for aromatic bulk and fine chemicals production, provided that suitable depolymerization procedures are developed. Here, we describe a tandem catalysis strategy for ether linkage cleavage within lignin, involving ether hydrolysis by water‐tolerant Lewis acids followed by aldehyde decarbonylation by a Rh complex. In situ decarbonylation of the reactive aldehydes limits loss of monomers by recondensation, a major issue in acid‐catalyzed lignin depolymerization. Rate of hydrolysis and decarbonylation were matched using lignin model compounds, allowing the method to be successfully applied to softwood, hardwood, and herbaceous dioxasolv lignins, as well as poplar sawdust, to give the anticipated decarbonylation products and, rather surprisingly, 4‐(1‐propenyl)phenols. Promisingly, product selectivity can be tuned by variation of the Lewis‐acid strength and lignin source.

Countries
United Kingdom, Netherlands, United Kingdom
Keywords

NDAS, Water, Decarbonylation, 540, QD Chemistry, Lignin, Lewis acid, Communications, Catalysis, Polymerization, Organometallic Compounds, QD, Rhodium, Biomass, SDG 7 - Affordable and Clean Energy, Tandem catalysis, Styrene, Lewis Acids

  • BIP!
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    citations
    This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
    104
    popularity
    This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
    Top 1%
    influence
    This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
    Top 10%
    impulse
    This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
    Top 1%
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citations
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
104
Top 1%
Top 10%
Top 1%
Green
hybrid