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.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.