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Selective Hydrogenation of Lactic Acid to 1,2‐Propanediol over Highly Active Ruthenium–Molybdenum Oxide Catalysts
Author(s) -
Takeda Yasuyuki,
Shoji Tomohiro,
Watanabe Hideo,
Tamura Masazumi,
Nakagawa Yoshinao,
Okumura Kazu,
Tomishige Keiichi
Publication year - 2015
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201403011
Subject(s) - catalysis , molybdenum , ruthenium , chemistry , racemization , propanediol , selectivity , yield (engineering) , nuclear chemistry , inorganic chemistry , enantiomeric excess , enantioselective synthesis , stereochemistry , organic chemistry , materials science , metallurgy
Modification of Ru/C with a small amount of MoO x (RuMoO x /C) enhanced the catalytic activity in the hydrogenation of L ‐lactic acid to form 1,2‐propanediol and maintained high selectivity. The turnover frequency based on the amount of Ru over the optimized RuMoO x /C catalyst (Mo/Ru molar ratio=1:16) was 114 h −1 at 393 K, which was about 4 times higher than that over Ru/C. The same effect of MoO x was obtained over RuMoO x /SiO 2 , although RuMoO x /SiO 2 showed slightly lower activity than that of RuMoO x /C. RuMoO x /C achieved a high yield of 95 % in 18 h at 393 K and was applicable to various carboxylic acids to provide the corresponding alcohols in high yields. Modification with MoO x also brought about suppression of racemization and ( S )‐1,2‐propanediol was obtained in high enantiomeric excess at 353 K. Based on kinetic analysis and characterization data, such as XRD, TEM, CO adsorption by a volumetric method, FTIR spectroscopy, and X‐ray absorption spectroscopy, for RuMoO x /C and RuMoO x /SiO 2 , the catalyst structure and reaction mechanism are proposed.