期刊
CATALYSTS
卷 12, 期 10, 页码 -出版社
MDPI
DOI: 10.3390/catal12101253
关键词
semihydrogenation; heterogeneous catalysis; alkynes; palladium; silicon carbide
资金
- New Energy and Industrial Technology Development Organization (NEDO) [P19004]
Silicon carbide-supported palladium catalyst has been developed for selective hydrogenation reactions, showing excellent selectivity and tolerance to various functional groups. The combination of DETA with the catalyst demonstrated higher chemoselectivity in continuous-flow conditions.
Silicon carbide (SiC)-supported palladium (Pd) catalysts [3% Pd/SiC and a 3% Pd-diethylenetriamine (DETA)/SiC complex] for chemoselective hydrogenation under batch- and continuous-flow conditions were developed. The alkyne, alkene, azide, nitro, and benzyloxycarbonyl-protected aromatic amine (N-Cbz) functionalities were chemoselectively reduced in the presence of 3% Pd/SiC. By contrast, benzyl ether, alkyl N-Cbz, epoxide, aromatic chloride, aromatic ketone, and tert-butyldimethylsilyl ether were tolerant to the 3% Pd/SiC-catalyzed hydrogenation. The combined use of 3% Pd/SiC and DETA demonstrated excellent chemoselectivity toward the semihydrogenation of various mono- and disubstituted alkynes under batch- and continuous-flow conditions. Furthermore, compared with the separate use of 3% Pd/SiC and DETA, the newly developed 3% Pd(DETA)/SiC-packed in a cartridge showed higher chemoselectivity toward the continuous-flow semihydrogenation of alkyne over 24 h.
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