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Unique Chemoselective Hydrogenation using a Palladium Catalyst Immobilized on Ceramic
Author(s) -
Monguchi Yasunari,
Marumoto Takahisa,
Ichikawa Tomohiro,
Miyake Yutaka,
Nagae Yoshiyuki,
Yoshida Michiyuki,
Oumi Yasunori,
Sawama Yoshinari,
Sajiki Hironao
Publication year - 2015
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.201500193
Subject(s) - chemoselectivity , hydrogenolysis , palladium , catalysis , aryl , chemistry , ceramic , leaching (pedology) , heterogeneous catalysis , organic chemistry , alkyl , soil science , soil water , environmental science
A heterogeneous palladium catalyst supported on a ceramic (5 % Pd/ceramic) was developed. The catalyst exhibited a specific chemoselectivity for hydrogenation that has never been achieved by other palladium‐catalyzed methods. Either aliphatic or aromatic N ‐Cbz groups could be deprotected to the corresponding free‐amines, while the hydrogenolysis of benzyl esters and ethers did not proceed. Furthermore, aryl chlorides and epoxides were tolerant under the Pd/ceramic‐catalyzed hydrogenation conditions. 5 % Pd/ceramic could be reused without any loss of catalyst activity, as no palladium leaching was detected in the reaction media.