title: A Facile Solid-Phase Route to Renewable Aromatic Chemicals from Biobased Furanics.
abstract: Renewable aromatics can be conveniently synthesized from furanics by introducing an intermediate hydrogenation step in the Diels-Alder (DA) aromatization route, to effectively block retro-DA activity. Aromatization of the hydrogenated DA adducts requires tandem catalysis, using a metal-based dehydrogenation catalyst and solid acid dehydration catalyst in toluene. Herein it is demonstrated that the hydrogenated DA adducts can instead be conveniently converted into renewable aromatics with up to 80% selectivity in a solid-phase reaction with shorter reaction times using only an acidic zeolite, that is, without solvent or dehydrogenation catalyst. Hydrogenated adducts from diene/dienophile combinations of (methylated) furans with maleic anhydride are efficiently converted into renewable aromatics with this new route. The zeolite H-Y was found to perform the best and can be easily reused after calcination.
authors.affiliation: Inorganic Chemistry and Catalysis, Debye Institute for Nanomaterials Science, Utrecht University, Universiteitsweg 99, 3584 CG, Utrecht, The Netherlands.|Food & Bio-based Research, Wageningen University and Research Centre, P.O. Box 17, 6700 AA, Wageningen, The Netherlands.
authors.forename: Shanmugam
authors.initials: S
authors.lastname: Thiyagarajan
authors.affiliation: Inorganic Chemistry and Catalysis, Debye Institute for Nanomaterials Science, Utrecht University, Universiteitsweg 99, 3584 CG, Utrecht, The Netherlands.
authors.forename: Homer C
authors.initials: HC
authors.lastname: Genuino
authors.affiliation: Avantium Chemicals, Zekeringstraat 29, 1014 BV, Amsterdam, The Netherlands.
authors.forename: Jan C
authors.initials: JC
authors.lastname: van der Waal
authors.affiliation: Avantium Chemicals, Zekeringstraat 29, 1014 BV, Amsterdam, The Netherlands. ed.dejong@avantium.com.
authors.forename: Ed
authors.initials: E
authors.lastname: de Jong
authors.affiliation: Inorganic Chemistry and Catalysis, Debye Institute for Nanomaterials Science, Utrecht University, Universiteitsweg 99, 3584 CG, Utrecht, The Netherlands.
authors.forename: Bert M
authors.initials: BM
authors.lastname: Weckhuysen
authors.affiliation: Food & Bio-based Research, Wageningen University and Research Centre, P.O. Box 17, 6700 AA, Wageningen, The Netherlands.
authors.forename: Jacco
authors.initials: J
authors.lastname: van Haveren
authors.affiliation: Inorganic Chemistry and Catalysis, Debye Institute for Nanomaterials Science, Utrecht University, Universiteitsweg 99, 3584 CG, Utrecht, The Netherlands. p.c.a.bruijnincx@uu.nl.
authors.forename: Pieter C A
authors.initials: PC
authors.lastname: Bruijnincx
authors.affiliation: Food & Bio-based Research, Wageningen University and Research Centre, P.O. Box 17, 6700 AA, Wageningen, The Netherlands. daan.vanes@wur.nl.
authors.forename: Daan S
authors.initials: DS
authors.lastname: van Es
keywords: arenes; biomass; cycloaddition; heterocycles; zeolites