English
 
User Manual Privacy Policy Disclaimer Contact us
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT
  On the Reactivity of Dihydro‐p‐coumaryl Alcohol towards Reductive Processes Catalyzed by Raney Nickel

Calvaruso, G., Burak, J. A., Clough, M. T., Kennema, M., Meemken, F., & Rinaldi, R. (2017). On the Reactivity of Dihydro‐p‐coumaryl Alcohol towards Reductive Processes Catalyzed by Raney Nickel. ChemCatChem, 9(14), 2627-2632. doi:10.1002/cctc.201601590.

Item is

Basic

show hide
Item Permalink: http://hdl.handle.net/21.11116/0000-0000-EB64-7 Version Permalink: http://hdl.handle.net/21.11116/0000-0000-EB65-6
Genre: Journal Article

Files

show Files

Locators

show

Creators

show
hide
 Creators:
Calvaruso, Gaetano1, Author              
Burak, Jorge Augusto2, Author              
Clough, Matthew T.3, Author              
Kennema, Marco2, Author              
Meemken, Fabian4, Author
Rinaldi, Roberto5, Author
Affiliations:
1Service Department Theyssen (Technical Labs), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445632              
2Research Group Rinaldi, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445617              
3Research Department Schüth, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445589              
4Department of Chemistry and Applied Biosciences, ETH Zürich, Zürich, Switzerland, ou_persistent22              
5Department of Chemical Engineering, Imperial College London, London, UK, ou_persistent22              

Content

show
hide
Free keywords: biorefining; hydrodeoxygenation; hydrogen transer; lignins; nickel
 Abstract: There are several established approaches for the reductive fractionation of lignocellulose (e.g., “catalytic upstream biorefining” and “lignin‐first” approaches) that lead to a lignin oil product that is composed primarily of dihydro‐p‐monolignols [e.g., 4‐(3‐hydroxypropyl)‐2‐methoxyphenol and 4‐(3‐hydroxypropyl)‐2,6‐dimethoxyphenol]. Although effective catalytic methods have been developed to perform reductive or deoxygenative processes on the lignin oil, the influence of the 3‐hydroxypropyl substituent on catalyst activity has previously been overlooked. Herein, to better understand the reactivity of the depolymerized lignin oil obtained from catalytic upstream biorefining processes, dihydro‐p‐coumaryl alcohol was selected as a model compound. Hydrogenation of this species in the presence of Raney Ni with molecular hydrogen led to ring saturation (100 % selectivity) in the absence of hydrodeoxygenation, whereas under hydrogen‐transfer conditions with 2‐propanol, hydrogenation occurred (≈55 % selectivity) simultaneously with hydrodeoxygenation (≈40 % selectivity). In a broader context, this study sheds light not only on the reactivity of dihydro‐p‐monolignols but also on the intricacies of the catalytic upstream biorefining reaction network in which these species are revealed to be key intermediates in the formation of less‐functionalized p‐alkylphenols.

Details

show
hide
Language(s): eng - English
 Dates: 2016-12-062017-02-022017-07-24
 Publication Status: Published in print
 Pages: 6
 Publishing info: -
 Table of Contents: -
 Rev. Method: Peer
 Identifiers: DOI: 10.1002/cctc.201601590
 Degree: -

Event

show

Legal Case

show

Project information

show

Source 1

show
hide
Title: ChemCatChem
  Other : ChemCatChem
Source Genre: Journal
 Creator(s):
Affiliations:
Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 9 (14) Sequence Number: - Start / End Page: 2627 - 2632 Identifier: ISSN: 1867-3880
CoNE: /journals/resource/1867-3880