Chemoselective hydrogenation using molecular sieves-supported Pd catalysts: Pd/MS3A and Pd/MS5A |
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Authors: | Tohru Takahashi Masatoshi Yoshimura Hiroyasu Suzuka Tomohiro Maegawa Yoshinari Sawama Yasunari Monguchi Hironao Sajiki |
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Institution: | 1. Laboratory of Organic Chemistry, Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu 501-1196, Japan;2. N.E. Chemcat Corporation, 678 Ipponmatsu, Numazu, Shizuoka 410-0314, Japan |
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Abstract: | Palladium catalysts embedded on molecular sieves (MS3A and MS5A) were prepared by the adsorption of Pd(OAc)2 onto molecular sieves with its in situ reduction to Pd0 by MeOH as a reducing agent and solvent. 0.5% Pd/MS3A and 0.5% Pd/MS5A catalyzed the hydrogenation of alkynes, alkenes, and azides with a variety of coexisting reducible functionalities, such as nitro group, intact. It is noteworthy that terminal alkenes of styrene derivatives possessing electron-donating functionalities on the benzene nucleus were never hydrogenated under 0.5% Pd/MS5A-catalyzed conditions, while internal alkenes of 1-propenylbenzene derivatives were readily reduced to the corresponding alkanes. |
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