Development of Silicon Carbide-Supported Palladium Catalysts and Their Application as Semihydrogenation Catalysts for Alkynes under Batch- and Continuous-Flow Conditions

• Published in: Catalysts Vol. 12; no. 10; p. 1253
• Main Authors: Yamada, Tsuyoshi, Yamamoto, Haruka, Kawai, Kanon, Park, Kwihwan, Aono, Norihiko, Sajiki, Hironao
• Format: Journal Article
• Language: English
• Published: Basel MDPI AG 01.10.2022
• Subjects: Alkynes; Amines; Catalysts; Chemical reactions; Continuous flow; Diethylene triamine; heterogeneous catalysis; Hydrogenation; Investigations; Ketones; Nanoparticles; Olefins; Palladium; Palladium catalysts; Particle size; Poisons; Scanning electron microscopy; semihydrogenation; Silicon; Silicon carbide; Spectrum analysis
• ISSN: 2073-4344; 2073-4344
• DOI: 10.3390/catal12101253

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.