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Chemoselective Hydrogenolysis of Tetrahydropyran‐2‐methanol to 1,6‐Hexanediol over Rhenium‐Modified Carbon‐Supported Rhodium Catalysts
Author(s) -
Chen Kaiyou,
Koso Shuichi,
Kubota Takeshi,
Nakagawa Yoshinao,
Tomishige Keiichi
Publication year - 2010
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201000018
Subject(s) - hydrogenolysis , catalysis , chemistry , tetrahydropyran , rhodium , methanol , yield (engineering) , rhenium , organic chemistry , metal , platinum , medicinal chemistry , inorganic chemistry , materials science , ring (chemistry) , metallurgy
Modification of Rh/C with Re species enabled chemoselective hydrogenolysis of tetrahydropyran‐2‐methanol to 1,6‐hexanediol. In particular, the Rh–ReO x /C (Re/Rh ratio=0.25) catalyst gave a high yield of 1,6‐hexanediol (84 %) and showed a very low activity for overhydrogenolysis to 1‐hexanol. Using the same catalyst in the hydrogenolysis of tetrahydrofurfuryl alcohol also gave a high yield of 1,5‐pentanediol (94 %). Characterization results indicate the formation of ReO x clusters attached on the surface of Rh metal particles. This can cause the synergy between ReO x and Rh, and the tetrahydropyran‐2‐methanol hydrogenolysis proceeds on the interface between Rh metal surface and attached ReO x species.