New Approach to Renewable Aromatics

  • ChemPubSoc Europe Logo
  • Author: Veronika Belusa
  • Published Date: 13 August 2015
  • Source / Publisher: ChemSusChem/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
thumbnail image: New Approach to Renewable Aromatics

Related Societies

Ed de Jong, Avantium Chemicals, Amsterdam, Pieter C. Bruijnincx, Utrecht University, Daan S. van Es, Wageningen University and Research Center, all The Netherlands, and colleagues have modified the classical two-step approach to furanics-derived aromatics via, Diels–Alder (DA) aromatization, into a three-step procedure to avoid retro-DA reactions.


The new synthesis involves DA addition, followed by a mild hydrogenation step to obtain a stable oxanorbornane intermediate and to prevent any retro-DA reactivity during aromatization. This dramatically enhances the overall aromatics yield for the diene/dienophile combinations studied.


Subsequent one-pot, liquid-phase dehydration and dehydrogenation of the hydrogenated adduct using a physical mixture of two types of solid catalysts, acidic zeolites or resins in combination with metal on a carbon support (Pd/C) allows aromatization. A lactone is identified as the primary intermediate of the reaction and found to be an important precursor to all aromatic products formed in the process. Yields are as high as 84 % of total aromatics under relatively mild conditions.


According to the researchers, the new route is more generally applicable and can serve as a solution for other DA-aromatization reactions limited by the thermal stability of the intermediate adduct.


 

Also of Interest

 

Article Views: 1947

Sign in Area

Please sign in below

Additional Sign In options

Please note that to comment on an article you must be registered and logged in.
Registration is for free, you may already be registered to receive, e.g., the newsletter. When you register on this website, please ensure you view our terms and conditions. All comments are subject to moderation.

Article Comments - To add a comment please sign in

Bookmark and Share

If you would like to reuse any content, in print or online, from ChemistryViews.org, please contact us first for permission. more


CONNECT:

ChemistryViews.org on Facebook

ChemistryViews.org on Twitter ChemistryViews.org on YouTube ChemistryViews.org on LinkedIn Sign up for our free newsletter


A product of ChemPubSoc Europe (16 European Chemical Societies)and Wiley-VCH