title: Insight into the mechanism of hydrogenation of amino acids to amino alcohols catalyzed by a heterogeneous MoO(x) -modified Rh catalyst.
abstract: Hydrogenation of amino acids to amino alcohols is a promising utilization of natural amino acids. We found that MoOx -modified Rh/SiO2 (Rh-MoOx /SiO2 ) is an efficient heterogeneous catalyst for the reaction at low temperature (323 K) and the addition of a small amount of MoOx drastically increases the activity and selectivity. Here, we report the catalytic potential of Rh-MoOx /SiO2 and the results of kinetic and spectroscopic studies to elucidate the reaction mechanism of Rh-MoOx /SiO2 catalyzed hydrogenation of amino acids to amino alcohols. Rh-MoOx /SiO2 is superior to previously reported catalysts in terms of activity and substrate scope. This reaction proceeds by direct formation of an aldehyde intermediate from the carboxylic acid moiety, which is different from the reported reaction mechanism. This mechanism can be attributed to the reactive hydride species and substrate adsorption caused by MoOx modification of Rh metal, which results in high activity, selectivity, and enantioselectivity.
authors.affiliation: Graduate School of Engineering, Tohoku University, Aoba 6-6-07, Aramaki, Aoba-ku, Sendai 980-8579 (Japan).
authors.forename: Masazumi
authors.initials: M
authors.lastname: Tamura
authors.forename: Riku
authors.initials: R
authors.lastname: Tamura
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Takeda
authors.forename: Yoshinao
authors.initials: Y
authors.lastname: Nakagawa
authors.forename: Keiichi
authors.initials: K
authors.lastname: Tomishige
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D000605:Amino Alcohols; D002384:Catalysis; D006865:Hydrogenation; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D000605:Amino Alcohols; D012238:Rhodium
keywords: amino acids; amino alcohols; heterogeneous catalysis; hydrogenation; reaction mechanisms