csc12(7)_1381.pdf 1.41 MB
Otani, Akihiro Center for Research on Green Sustainable Chemistry Tottori University
Joka, Shota Center for Research on Green Sustainable Chemistry Tottori University
Asako, Hiroki Center for Research on Green Sustainable Chemistry Tottori University
Takagi, Rika Center for Research on Green Sustainable Chemistry Tottori University
Glutamic acid, an abundant nonessential amino acid, was converted into 2-pyrrolidone in the presence of a supported Ru catalyst under a pressurized hydrogen atmosphere. This reaction pathway proceeded through the dehydration of glutamic acid into pyroglutamic acid, subsequent hydrogenation, and the dehydrogenation–decarbonylation of pyroglutaminol into 2-pyrrolidone. In the conversion of pyroglutaminol, Ru/Al2O3 exhibited notably higher activity than supported Pt, Pd, and Rh catalysts. IR analysis revealed that Ru can hydrogenate the formed CO through dehydrogenation–decarbonylation of hydroxymethyl groups in pyroglutaminol and can also easily desorb CH4 from the active sites on Ru. Furthermore, Ru/Al2O3 showed the highest catalytic activity among the tested catalysts in the conversion of pyroglutamic acid. Consequently, the conversion of glutamic acid produced a high yield of 2-pyrrolidone by using the supported Ru catalyst. This is the first report of this one-pot reaction under mild reaction conditions (433 K, 2 MPa H2)„ which avoids the degradation of unstable amino acids above 473 K.
(C) 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution-NonCommercial-NoDerivs License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non-commercial and no modifications or adaptations are made.
Suganuma Satoshi, Otani Akihiro, Joka Shota, et al. One-Step Conversion of Glutamic Acid into 2-Pyrrolidone on a Supported Ru Catalyst in a Hydrogen Atmosphere: Remarkable Effect of CO Activation. CHEMSUSCHEM. 2019. 12(7). 1381-1389. doi:10.1002/cssc.201802980
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