TY - JOUR
T1 - TiO2-Supported Re as a General and Chemoselective Heterogeneous Catalyst for Hydrogenation of Carboxylic Acids to Alcohols
AU - Toyao, Takashi
AU - Siddiki, S. M.A.Hakim
AU - Touchy, Abeda S.
AU - Onodera, Wataru
AU - Kon, Kenichi
AU - Morita, Yoshitsugu
AU - Kamachi, Takashi
AU - Yoshizawa, Kazunari
AU - Shimizu, Ken Ichi
N1 - Funding Information:
This work was supported by KAKENHI Grant numbers JP16H06595, JP26289299, JP24109014, JP15K13710, and JP15K05431 from Japan Society for the Promotion of Science (JSPS), the Ministry of Education, Culture, Sports, Science, and Technology of Japan (MEXT) Projects of ?Integrated Research on Chemical Synthesis? and ?Elements Strategy Initiative to Form Core Research Center? and JST-CREST ?Innovative Catalysts?. TEM, STEM-EDX, and ICP-AES analyses were performed at the OPEN FACILITY, Hokkaido University. The authors are indebted to the technical division of Institute for Catalysis, Hokkaido University, for their help in building the experimental equipment.
Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2017/1/23
Y1 - 2017/1/23
N2 - TiO2-supported Re, Re/TiO2, was found to promote selective hydrogenation of carboxylic acids having aromatic and aliphatic moieties to the corresponding alcohols. Re/TiO2showed superior results compared to other transition-metal-loaded TiO2and supported Re catalysts for selective hydrogenation of 3-phenylpropionic acid. 3-phenylpropanol was produced in 97 % yield under mild conditions (5 MPa H2at 140 °C). Contrary to typical heterogeneous catalysts, Re/TiO2does not lead to the formation of dearomatized byproducts. The catalyst is recyclable and shows a wide substrate scope in the synthesis of alcohols (22 examples; up to 97 % isolated yield).
AB - TiO2-supported Re, Re/TiO2, was found to promote selective hydrogenation of carboxylic acids having aromatic and aliphatic moieties to the corresponding alcohols. Re/TiO2showed superior results compared to other transition-metal-loaded TiO2and supported Re catalysts for selective hydrogenation of 3-phenylpropionic acid. 3-phenylpropanol was produced in 97 % yield under mild conditions (5 MPa H2at 140 °C). Contrary to typical heterogeneous catalysts, Re/TiO2does not lead to the formation of dearomatized byproducts. The catalyst is recyclable and shows a wide substrate scope in the synthesis of alcohols (22 examples; up to 97 % isolated yield).
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U2 - 10.1002/chem.201604762
DO - 10.1002/chem.201604762
M3 - Article
C2 - 27874230
AN - SCOPUS:85006070072
VL - 23
SP - 1001
EP - 1006
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 0947-6539
IS - 5
ER -