title: Bio-based nitriles from the heterogeneously catalyzed oxidative decarboxylation of amino acids.
abstract: The oxidative decarboxylation of amino acids to nitriles was achieved in aqueous solution by in situ halide oxidation using catalytic amounts of tungstate exchanged on a [Ni,Al] layered double hydroxide (LDH), NH4 Br, and H2 O2 as the terminal oxidant. Both halide oxidation and oxidative decarboxylation were facilitated by proximity effects between the reactants and the LDH catalyst. A wide range of amino acids was converted with high yields, often >90 %. The nitrile selectivity was excellent, and the system is compatible with amide, alcohol, and in particular carboxylic acid, amine, and guanidine functional groups after appropriate neutralization. This heterogeneous catalytic system was applied successfully to convert a protein-rich byproduct from the starch industry into useful bio-based N-containing chemicals.
authors.affiliation: Centre for Surface Chemistry and Catalysis, Department of Microbial and Molecular Systems, KU Leuven, Kasteelpark Arenberg 23, 3001 Heverlee (Belgium).
authors.forename: Laurens
authors.initials: L
authors.lastname: Claes
authors.forename: Roman
authors.initials: R
authors.lastname: Matthessen
authors.forename: Ine
authors.initials: I
authors.lastname: Rombouts
authors.forename: Ivo
authors.initials: I
authors.lastname: Stassen
authors.forename: Trees
authors.initials: T
authors.lastname: De Baerdemaeker
authors.forename: Diederik
authors.initials: D
authors.lastname: Depla
authors.forename: Jan A
authors.initials: JA
authors.lastname: Delcour
authors.forename: Bert
authors.initials: B
authors.lastname: Lagrain
authors.forename: Dirk E
authors.initials: DE
authors.lastname: De Vos
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D003653:Decarboxylation; D005983:Glutens / Q000737:chemistry; D006868:Hydrolysis; D009570:Nitriles / Q000737:chemistry*; D010084:Oxidation-Reduction; D014908:Triticum / Q000737:chemistry
chemical_list: D000596:Amino Acids; D009570:Nitriles; D005983:Glutens
keywords: amino acids; biomass; heterogeneous catalysis; oxidation; tungsten